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The 7 UChicago Essay Prompts: How to Write Stellar Responses

College Essays

The University of Chicago is famous for its unique essay topics. They're some of the most creative and off-the-wall essay prompts you'll see when applying to colleges, and it can sometimes be confusing to know how to tackle them.

What should you write about in your UChicago essays? How can you show that you're intelligent, creative, and worthy of a place at their school? As someone who spent a long time on my UChicago essays (and who got into the school), I've figured out exactly what UChicago is looking for in these essays.

 Read on to learn all about the UChicago essays, what the admissions team expects to see in your responses, what topics you should write about, and which topics you should avoid. In this guide, we also suggest sample essay ideas for each of the 2022/2023 UChicago supplement essay prompts and analyze past University of Chicago essay samples so you can see what a great UChicago essay looks like.

What Are the UChicago Essays?

Before you can begin figuring out how you'll write your UChicago essays, you should know which prompts you'll be seeing and the rules for each one. You'll need to write two essays, and the UChicago essay prompts you must answer are commonly referred to as Question 1 and Question 2.

Question 1: Why UChicago?

The Question 1 prompt is the only UChicago supplement essay that stays the same each year, and it's also the only prompt that all applicants must answer (for Question 2 you'll have multiple prompts to choose from).

For this question, you'll need to write an essay that explains why you want to attend the University of Chicago and why you think the school is a good fit for you and your goals. UChicago doesn't have strict word limits for essays, but they suggest a response of 1-2 pages.

Here's the prompt:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

The nice part about this prompt is that it's a pretty standard "why this school" essay . And luckily for you, we have a complete guide that walks you through how to knock this type of essay out of the park.

Question 2: Extended Essay

For Question 2, you have a choice of six essay prompts, and you'll choose the one you want to respond to. The essay prompts for this question change every year, and while there are always around six prompts, some years there may be one more or one less to choose from.

These are the more unique and offbeat essay prompts that UChicago is known for. Many of them were created by UChicago alumni and current students. Again, UChicago asks you submit a response 1-2 pages long.

Below are the essay prompts for the 2022/2023 school year.

Essay Option 2: “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer.

Essay Option 3: “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match).

Essay Option 4: A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept.

Essay Option 5: Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why?

Essay Option 6: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

The world is your oyster when it comes to answering UChicago essay prompts.

How to Answer the University of Chicago Essay Prompts

In this section, we explain what UChicago wants to see in your essays, give ideas for topics to write about for each of the essays, and discuss topics you are better off avoiding.

For this University of Chicago supplement essay, UChicago wants to know why you want to attend their school, what you hope to get out of attending, and how University of Chicago will help you achieve their goals. Basically, they want to know why you think their school is a better fit for you than all the other schools out there. For more analysis of this essay, check out our in-depth guide to the Why UChicago essay .

What Do They Want to See in Your Response?

The "why our school?" is probably the most common essay prompt you'll see on college applications. Why do schools, including UChicago, ask this question?

UChicago wants to first see that you really want to go to their school. Students who love a school are more likely to accept an offer of admission and attend it, and they are more likely to be committed to their studies, participate in extracurriculars, and give back after they graduate. Your passion for UChicago should be shining through in this essay.

Next, UChicago wants to see that you've done your research on their school and have an idea of what opportunities you want to take advantage of while there. You can do this by mentioning specific things you like about UChicago or that you plan to take advantage of as a student there. Potential things to discuss include professors you admire or are interested in working with, specific classes you want to take, and extracurriculars you want to participate in.

Finally, UChicago wants to see that you are a good match for their school. Your essay should explain how you'll make the best use of what UChicago offers, how your strengths match the opportunities they provide, and how UChicago will help you reach your goals for the future.

Potential Topics to Write About

There are many ways you could approach this essay prompt; although since UChicago is best known for its academics (as opposed to killer sports teams, for example), most people will discuss the academic side for at least part of their response. Below is a list of possible topics; most people will discuss one to three topics in their essay.

• Majors or classes you're especially interested in
• UChicago's core curriculum
• Professors whose work you admire and whom you'd like to study with or conduct research with
• Unique events like Scav and Kuviasungnerk/Kangeiko
• Research opportunities you'd like to have
• University of Chicago students you've met who you admire
• Volunteer opportunities
• Financial aid opportunities UChicago offers that make it possible for you to attend

Topics to Avoid

The key here is to avoid generic topics that could apply to practically any school or any student. You want it to be clear in your response what opportunities the University of Chicago offers you that no other school does and how you're going to make use of them. Topics that won't show this include discussing:

• How pretty the campus is
• Chicago weather
• The food on campus
• Where UChicago places on college ranking lists
• Your future major and career path without connecting it back to what UChicago offers
• Bashing other schools

The extended essay is when you can get especially creative. These prompts require you to move outside your comfort zone of typical essay topics and answer in a way that gives readers insight into who you are and what you care about. Remember: Question 2 is required, but you have six different prompts to choose from for this essay response.

Your response to Question 1 is meant to show what you like about UChicago and how you’re going to make the most of the opportunities it offers. Question 2 is less about UChicago and more about you. The admissions team wants to see who you are and what's important to you. Three main things they'd like to see in your essay response are:

• Your personality
• Your thirst for knowledge

Who are you? What have been the important events in your life? What kind of person are you? What do you love learning about? These are the questions UChicago wants you to answer. They want to know what's important to you, what events from your past shaped you, what kind of person you are now, and what you want to accomplish in the future. 

UChicago is particularly interested in students who love learning and have a lot of interests in different fields and topics. A mathematician who also does ballet? A creative writing major who started her own business? Bring it on! Make sure to show your love for learning in your essay.

Your passions and goals don't always need to be lofty though; in the second example essay below you can see how the writer took a quirky interest and managed to connect it to larger ideas. If you can connect one of your pet passions to an essay topic, do so!

The great thing about these UChicago essay prompts is you can write about almost anything you want to since they're so different from each other and give you lots of chances to be creative. And you can tackle it from any angle you want. On their website , UChicago states that "[This essay] can be approached with utter seriousness, complete fancy, or something in between." Just remember, you want this essay to give UChicago a good idea of the type of person you are and what's important to you.

Essay Option 1

Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary.

You're allowed to let your imagination run wild with this prompt. You should try to find a pair of objects that the admissions panel didn’t think of, something wholly original that only you would think of. For this prompt, they want to see how imaginative you can be, but the most important part of this essay is justifying why your pairing makes sense and why it matters . The pair you choose will show off your personality, creativity, and cultural experiences. 

Make your response as wacky and original as you like, but remember to tie it back to yourself and your interests a nd/or potential major. For instance, say you go with the idea of an art conservator and the passage of time. You could discuss how time degrades the materials of a work of art, and then an art conservationist revitalizes the work, only to have the passage of time wear it down again. This would be an excellent segue into writing about your interest in history, creative writing, or U Chicago’s Department of Art History Conservation Science Teaching Program . 

You could also write about how you developed an interest in these subjects, and what other interests you have could be applicable . Weaving your story into your essay will show UChicago that you’re creative and intellectually curious. This can include your niche interests, quirky hobbies, or pet projects.

Essay Option 2

“Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer.

This is a classic UChicago question that allows you to answer the question literally...or not. (The year I applied, the version of this question was "Describe your table.") So, if this exemple were your actual song lyric, you address, where have all the flowers gone? You could answer this literally and describe how, for instance, flowers are changing colors in response to climate change . Perhaps you could then discuss your interest in horticulture and what led you to pursue that field.

Or (as always with UChicago essays), you can take it in a totally unexpected direction. This prompt is a chance to put your interpretive and reasoning skills into action. In fact, you could almost think of it like a riddle, except that the answer is anything that you can come up with and justify:

“Where Do Broken Hearts Go?” A valid question in a world where loneliness has been declared a public health emergency and social isolation can increase the likelihood of heart disease by as much as 29% ! 

“Do You Remember Rock and Roll Radio?” Likely not, considering radio listening has been trending downward for years, especially amongst young listeners and Rock Music is at the lowest point in its popularity since about 1960 . Where does this leave you, a young would-be guitar player with an interest in U Chicago’s ethnomusicology program ?

“Do You Really Want to Hurt Me?” Perhaps you do, considering recent studies show a decline in empathy and corresponding rise in narcissism .

You get the idea. Whatever question you choose, don’t worry too much about having a great answer for it; the idea is to find a context for the question that is meaningful to you and relates to your interests , which will give UChicago insight into your values and personality, two things they want to see in these essays!

Essay Option 3

“Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match).

This prompt is a bit sillier, but you still have the chance to show U Chicago your personality and unique worldview. This prompt gives you a chance to play with language and create something that expresses a meaning that we don’t have a word for. The best way to go about this is to think of two areas that are important to you and find a pair of rhyming words related to each and combine them.

So, for instance, if you’re math-oriented but somewhat spiritual, you could take words from both mathematics and spirituality, and come up with something like “stamystics” (statistics+mystics). You could talk about how you became interested in math and how it relates to your spirituality, and so forth.

If you are more interested in sports than spirituality, you could come up with something like “mathleticism.” You could write about how you had to train your mind in order to grasp difficult or advanced mathematical concepts and, inversely, how your understanding of math deepens your appreciation of sports.

What U Chicago is looking for here is how you can connect two seemingly unrelated concepts and find a bridge between them. They’re looking for problem-solving in addition to insight into your personality.

Essay Option 4

A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept.

This prompt gives you an opportunity to think about familiar things in a new way. We probably don’t think much about peanuts not being nuts, but it’s obvious once you think about it that they are legumes. But, on the other hand, they are also closely related to peas–so the name has some validity. Even though they’re not actually nuts, they do taste like nuts…so is it wrong to call them nuts? Think about other examples that exist in your fields of interest.

And of course, be sure to let your experiences, interests, and values shape the way you rename or defend your misnomer . That way, UChicago will get a good idea of who you are and what’s meaningful to you!

Essay Option 5

Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why?

This prompt is your chance to be more overtly academic in your response . In writing about how this game will remain relevant in the future, you’ll be able to show your knowledge of history, culture, politics, economics, religion, scientific discovery…and so on! Choose a game that interests you in some way that you can tie into your personal history and academic interests. 

While brainstorming possible games will be really fun, the most important part of this essay is justifying why you think something that’s relevant today will continue to be relevant in the future. Think about what cultural, social, and political changes could be possible and what the implications of that could be for people today. As long as you’re creative, descriptive, and thorough, your response can range from serious to silly and meet the requirements for this prompt.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you aren't feeling any of the other five optional prompts, you can respond to this one, which asks you to choose and respond to a past UChicago optional essay prompt, or write and respond to your own prompt. With either option, you'll want to consider your identity, interests, strengths, and goals, and let those factors inform which prompt you choose, how you write your own prompt, and how you craft your response.

You may not feel up to the task of writing your own prompt, but you might like the idea of tracking down an old prompt that catches your eye. Read through the past prompts and consider which one will allow you to play to your strengths . If there's a particular experience or skill that you want to showcase in your response, select a prompt that is conducive to that.

Alternatively, if there's a specific experience you want to write about, you can write your own prompt and respond to it. To write your prompt, use the tone and structure of the existing UChicago prompts as a guide. It'll probably come as no surprise that your original prompt should fit right in with the ones provided on the application. This means you might have to be a little goofy, cryptic, or risky...and that's a good thing!

Though this option allows you to write your own prompt if you so choose, it's important to remember that your response to the prompt should still focus on showcasing who you are , what strengths you will bring to UChicago as a student, and why UChicago is the perfect place for you. Don't get too carried away trying to impress admissions with punny phrases or cryptic logic; be authentic, be bold, and be you.

Some people shy away from this prompt because they feel like it's "cheating" or less impressive to not follow one of the specific prompts that UChicago gives. However, this isn't true! As long as you write a compelling essay that gives readers a better insight into who you are, your essay will strengthen your application. For what it's worth, when I applied to UChicago, this is the prompt I chose, and I was still accepted to the school.

UChicago wants you to be creative here, so there aren't many topics that are off limits. However, you're trying to convince them that you'd be a great and interesting student to add to their school, so make sure you use your essay to show who you are and why UChicago would want to admit you.

This means you should avoid responses that don't give readers a good idea of who you are. For example, if you choose essay option 1, don't just state that “taco cat” is funny because it reminds you of your favorite meme. Instead, tie it back to yourself and your life by explaining its relevance, like making tacos with your abuela and fending off the family cat’s attempts to steal tacos. 

Because these prompts are creative, it can be easy to run away with them, but always remember to answer the prompt completely and give UChicago better insight into who you are.

Additionally, don't feel that certain University of Chicago essay prompts are "better" or more impressive than others . UChicago wouldn't have chosen these essay topics if they didn't think applicants could write outstanding responses to them, so please choose the prompt that you feel you can write the best essay for.

University of Chicago Essay Examples

In this section are two University of Chicago essay examples, each written by an accepted applicant.

Below each UChicago supplement essay we discuss what makes the essay work so well.

Dear University of Chicago,

And now you inquire as to my wishes? They're simple, accept me for who I am! Why can't you just love and not ask why? Not ask about my assets or my past? I'm living in the now, I'm waiting for you to catch up, but you're too caught up in my past, I offer us a future together, not a past to dwell upon. Whenever I'm around you, I just get that tingle deep inside me that tells me you're the one; you have that air of brilliance and ingenuity that I crave in a person, you're so mature and sophisticated, originality is really your strongest and most admirable trait. I wish we could be together, I still think in my heart of hearts we were meant to be, but you have to meet me halfway, dear. I'm on one knee here with tears welling up in my eyes, the fireworks are timed and ready to light up the night sky for you, just say 'I accept...you.'

Why Does This Essay Work?

• Creative take on a standard prompt: The writer chose a very unique angle for this essay: comparing the University of Chicago to a lover. He's probably the first applicant to answer the essay prompt this way, which definitely makes this a memorable essay. In fact, UChicago loved this essay so much that they mailed it out to thousands of potential applicants (which actually got them a bit of backlash ). You absolutely don't have to take as unique an approach to this essay as the above writer did, but doing so can definitely help your essay stand out.
• It answers the entire prompt: Even though this is an unusual essay, the writer still manages to answer everything the prompt asks for. He mentions his goal for the future (to become a lawyer), mentions varied interests he has (the Gothic era, the philosopher Kierkegaard), and explains what he likes about UChicago (the brilliance, ingenuity, and originality the school offers). He even manages to mention that he visited campus three times, which shows a serious interest in the school. If you choose to write an especially offbeat essay, it's key to do what this essay did and still answer the prompt while being creative.

This essay is from several years ago, so it doesn't use a current prompt, but it's still helpful to read and analyze.

Share with us a few of your favorite books, poems, authors, films, plays, pieces of music, musicians, performers, paintings, artists, blogs, magazines, or newspapers. Feel free to touch on one, some, or all of the categories listed, or add a category of your own.

Now let's take a look at the successful essay:

The Illuminati changed my life. Three years ago, I found my first ambigram in one of my favorite novels, Angels and Demons by Dan Brown. I turned the page, and there it was: the word "Illuminati" printed into the exact center of the book. It was styled like a newspaper masthead, exquisite and complex, yet oddly symmetric. Curious, I rotated the book upside-down.

Impossibly, the inverted word was still "Illuminati." Gazing closer, I realized that the letters, I-L-L-U-M, actually shaped into a flipped I-N-A-T-I. Suddenly, I was reading it in both directions. My eyes waltzed along the broad curves and sharp twists of the calligraphy, striking poses in a glamorous font against a sheet of creamy whiteness, sliding between the dense vertical strokes, peering at the edge of the defined serif as it angled away, then bent boldly toward me. Every line was deliberate, every flourish smiling with purpose, and the whole word balanced on the delicate cord that joined two letters into one. It was unforgettable.

Ambigrams are words that can be read from different directions. Actually, "ambigram" is an umbrella term that encompasses dozens of distinct types of visual wordplay. The most popular ones are rotational, mirror image, and-my personal favorites-symbiotic ambigrams, which can spell two different things when viewed normally and upside-down.

Compelled by the striking art, I could not help but try my own hand at designing ambigrams, and slowly I felt the pitiful stick-figure artist inside me shrink away as my inner energetic graphic designer sprang up. Before early volleyball tournaments, I work myself up by filling up pages and pages of experimental letter combinations, gleefully satisfied at the way that a rounded lowercase "a" was a perfect upside-down lowercase "e." In my AP Literature class, I drew "She's a witch!" which revealed, when flipped, "Communist" to reflect Arthur Miller's contemporary motives for writing The Crucible. On a challenge from a friend, I even drew an ambigram of "Jay-Z" and "Beyonce" on a bumpy bus ride back from a leadership retreat.

In the last few months, I have also practiced drawing ambigrams as fast as I can. I dream about the day when I can effortlessly write out a message saying "Hi, how are you today?" normally and "The password is cherry268" upside-down, without pausing or rotating the paper. I imagine a world in which everyone had this ability, and could literally write two things at once. How would that change communication? Encryption? Trust? My legs swing comfortably from this innovative edge, excited to take a stab at the answers.

The best part about the ambigram is that it refuses to define itself as just one thing. It is a linguistic passion, a cryptographic endeavor, an artistic design, and an ironic illusion. I relish the fact that ambigrams force both the artist and the audience to reject first glances and embrace secret identities.

This may just be a nerdy obsession, but ambigrams have taught me far more than how to sketch fancy words. Their multidimensional truth implies that my hobbies of both writing Italian sonnets and solving logical riddles are not opposing functions of my left and right brains, but rather, a perfect conglomeration of my passion for creating and solving puzzles. The beauty of the most surprising combinations reminds me to take bold risks in both my life and my designs.

Above all else, ambigrams have taught me that I can create the impossible. I can make true and false the same word depending on something as simple as a 180-degree head turn. Victory can be defeat. Open can be closed. Am amateur piano player with an obsession for cryptology can learn how to program iPhone apps and get the game-winning kill at the varsity volleyball championship. A girl with divorced parents can make time for both families, and an inspired teenager from California can write her name into world history--both normally and upside-down.

- Samantha M.

Why This Essay Works

• Shows passion: This essay focuses on a pretty unusual and specific topic: ambigrams. While many people may not even know what an ambigram is, the writer is clearly passionate about them. She discusses how much time she spends trying to create different ambigrams, what her goals for ambigram creating are, and some of her favorite ambigrams she's created. UChicago loves people who are passionate about something, even if it's an unusual or offbeat interest. It makes UChicago believe those students will bring that passion with them onto campus.
• Gives insight into the writer's personality: The majority of this essay is about the author's interest in ambigrams, but she also manages to cleverly slip in multiple other references to her personality and interests. From her essay, we learn that she's a volleyball player, writes Italian sonnets, and loves solving puzzles. Adding these details gives UChicago a fuller look at what makes her tick.
• Connects it to a bigger picture: The writer chose to write about a very specific topic—ambigrams—but was still able to connect that to bigger concepts, such as communication, truth, and how she's able to balance her different interests. She's able to take a quirky topic and show how it influences her worldview.

Final Advice: UChicago Essays

When answering the University of Chicago essay prompts, keep in mind that the main reason UChicago is reading these essays is to find out who you are as a person and if you'd be a good fit at their school.

The University of Chicago wants students who are passionate about learning, creative, are excited to make the most of their time on campus, and have big dreams for themselves, and the UChicago supplement questions are designed to help you show these sides of yourself to the school.

For the "Why UChicago?" prompt, you'll want to show the school why you want to go there, why you think you're a good fit for the school, and how UChicago will help you achieve your goals during college and beyond.

For the extended essay, you can (and should) be more creative. These UChicago essays are more "out there," and in your response, you should show your personality and passion for learning.

For both University of Chicago essays, remember to show who you are and what you're passionate about, include details about yourself and the school to help you stand out from other essays, and mention your plans and goals for the future.

What's Next?

If you want a more in-depth look how to write about Question 1, check out our guide to the Why UChicago Essay , which includes an additional sample essay along with analysis of how to answer this prompt.

Are you working on the Common App essay ? Read our breakdown of the Common App prompts and our guide to picking the best prompt for you.

If you're planning to take the SAT or ACT one last time , try out some of our famous test prep guides, like "How to Get a Perfect Score on the SAT" and "15 Key ACT Test Day Tips."

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Christine graduated from Michigan State University with degrees in Environmental Biology and Geography and received her Master's from Duke University. In high school she scored in the 99th percentile on the SAT and was named a National Merit Finalist. She has taught English and biology in several countries.

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UChicago Supplemental Essays 2024-25 – Prompts and Advice

July 8, 2024

UChicago has long been known for its “provocative” essay prompts, viewing them as a chance for “students to talk about themselves, their tastes, and their ambitions.” The University of Chicago admissions committee invites you to approach the UChicago supplemental essays with “utter seriousness, complete fancy, or something in between.” While writing this “uncommon essay” sounds like a real lark, we have to keep in mind the sobering facts that UChicago admits just 4% of applicants, and the mid-50% SAT range of those who enroll is 1510-1560. This level of competition places the UChicago essay prompts squarely in the spotlight.

(Want to learn more about How to Get Into UChicago? Visit our blog entitled:  How to Get Into the University of Chicago: Admissions Data and Strategies  for all of the most recent admissions data as well as tips for gaining acceptance.)

When applying to an institution like the University of Chicago that rejects 19 of every 20 applicants, you’ll need to put maximum effort into every area of the application, including the two UChicago supplemental essays. Below are UChicago’s supplemental prompts for the 2024-25 admissions cycle along with our advice for composing a winning essay.

UChicago Essay Prompts – Question 1  (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

For the absurd level of uniqueness in the prompt choices in Question #2, Question #1 is as common as they come—the good ol’ “Why Us?” essay, Chicago style!

How to write a winning “Why University of Chicago?” essay

• Specify how you will take advantage of UChicago’s endless resources, both inside and outside of the classroom.
• Cite specific academic programs, professors, research opportunities, internship/externship programs, study abroad programs, student-run organizations, etc.
• Show evidence of how your past/current endeavors will carry over onto the University’s campus community.
• Lastly, note any special talents and passions that you bring to the University of Chicago.

Examples of items to include in a “Why UChicago?” essay

Examples of items that quality “Why UChicago?” essays may touch upon include:

• Two-thirds of UChicago professors live in Hyde Park, making for a particularly cohesive campus.
• 80% of undergrads elect to participate in undergraduate research .
• Additionally, the quarter system allows students to explore a greater number of courses each year in a more in-depth manner.
• 85% of UChicago classes enroll fewer than 25 students.
• The school has 160+ research centers, institutes, and committees.

UChicago Supplemental Essays (Continued)

• Many students win Rhodes, Marshall, and Fulbright Scholarships after graduation.
• The Jeff Metcalf Internship Program also offers 3,500 paid internships.
• UChicago has 450 student organizations .
• The university sponsors 66 study abroad programs in 31 cities ; many include chances to study with UChicago professors around the globe.

Of course, these are just a small sampling of the thousands of possible features that could be part of a successful essay, but we hope this helps your brainstorming session take flight!

Question 2: Extended Essay (Required; Choose one)

Before offering a few words about how one might address each of the following prompts, we want to stress to future UChicago applicants that there is no right way to talk about color-infused expressions, demoted planets, or Fermi estimation problems. What matters is that your response to any of the following prompts demonstrates your excellence and creativity as a writer. If the first five prompts don’t appeal to you, there is no downside in constructing your own via option #6.

University of Chicago Supplemental Essays

Essay option 1.

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents.

An applicant can quite easily take this in a very serious or seriously humorous direction. Our only suggestion is that your rule doesn’t include the phrase, “If it’s yellow, let it mellow.” Or, it can. This is the UChicago supplemental section. Anything goes. Get weird.

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older?

As with all UChicago questions, you can take this in a serious or off-the-wall direction. For example, as we get older, many of us need additional physical and/or mental support, similar to young children. Alternatively, we may adopt a “younger” attitude as we get older, perhaps not caring as much about what others think about us, or vowing to live life more spontaneously. Or, you could get a little wild and talk about how the version of yourself in any given photograph will seem younger and younger the older you get. Overall, if ruminating on Bob Dylan lyrics appeals to you, knock yourself out. If not, keep moving down the list of prompts…

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded?

A few years back, UChicago offered a prompt for imagining that the moon was made of cheese or Neptune from soap. To that prompt, we advised that it didn’t matter if you wrote about a quasar made of Jergens Enriching Shea Butter or Jupiter’s moons constructed from Bored Ape NFTs—your imagination and writing ability are what matters here. The latter half of that advice remains applicable to this prompt. There are an endless number of interesting groups that may be worth unpacking, so if you happen to have one in mind, go wild. The explanation will be far more important than the group itself.

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”

If you, as a ridiculously busy applicant, have time to spare, this is a pretty fun prompt to ponder. The only downside is that—since this is so specific— you may not be able to reuse your composition for any other college to which you are applying. That said, if you’ve always felt called to muse about the near-constant use of “Booyah” in the ’90s or reflect on a Spanish slang word from the 70s that your grandmother still says on a regular basis, your day has come.

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there.

This essay affords applicants a chance to flex their intellectual muscles and show off a talent for navigating complex answers. As illustrated in the built-in examples, the estimation problems may be straightforward (number of book pages in a library) or zany (total length of chalk used in a year). Your explanation of how you arrived at your answer is where the real creativity comes in.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you elect to go with an archived prompt, you can locate some past entries around the internet such as here and here . There are also a number of past prompts listed directly on the UChicago admissions website . A good number of applicants we have worked with avail themselves of the flexibility offered by this restriction-free offering.

How important are the UChicago essay prompts?

The University of Chicago lists six factors as being “very important” to the admissions committee and the essays are among them. In addition to the essays, UChicago most heavily weighs the rigor of your secondary school record, recommendations, extracurricular activities, talent/ability, and character/personal qualities. Clearly, the Common App and supplemental essays are among the most important considerations for the University of Chicago in its decision-making process.

UChicago Supplemental Essays – Personalized Assistance

Lastly, if you are interested in working with one of College Transitions’ experienced and knowledgeable essay coaches as you craft your UChicago supplemental essays, we encourage you to get a quote  today.

Ready to start working on your essays? You might consider checking out the following:

• Common App Essay Prompts
• 10 Instructive Common App Essay Examples
• College Application Essay Topics to Avoid
• How to Brainstorm a College Essay
• 25 Inspiring College Essay Topics
• “Why This College?” Essay Examples
• How to Write the Community Essay
• College Essay

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Your chance of acceptance, your chancing factors, extracurriculars, trying to find uchicago past essay prompts.

Hey, I'm starting to work on my UChicago application, and I've heard they have some pretty unique prompts for their essays. I wanna see what previous years' prompts looked like for inspiration. Does anyone know where I can find them? Thanks in advance!

Hey there! You're right, UChicago is known for its creative and quirky essay prompts. In fact, they often release several prompts you can choose from each application season. To find a list of the past prompts, I'd recommend visiting the University of Chicago's official admissions website; they typically have an archive of essay prompts from previous years for you to review.

Another resource you can check out is CollegeVine. They have an essay prompt database that can help you find not only UChicago's previous prompts, but prompts from other schools as well. You can look at these old and current essay prompts here: https://www.collegevine.com/category/essay-breakdowns/university-of-chicago

As you go through these past prompts, remember to have fun with your essay and showcase your personality! UChicago definitely appreciates a creative approach. Best of luck with your application!

About CollegeVine’s Expert FAQ

CollegeVine’s Q&A seeks to offer informed perspectives on commonly asked admissions questions. Every answer is refined and validated by our team of admissions experts to ensure it resonates with trusted knowledge in the field.

University of Chicago 2024-25 Supplemental Essay Prompt Guide

Early Action/Decision: Nov 1

Regular Decision Deadline: Jan 2

University of Chicago 2024-25 Application Essay Question Explanations

The Requirements: 2 essays of 1-2 pages each

Supplemental Essay Type(s): Why , Oddball

This is it, the infamous UChicago supplemental application. These quirky prompts have been a rite of passage for generations of applicants, so before you dive in, just remember: if they could do it, so can you! Your goal in writing your UChicago extended essay should be the same as ever: to reveal something new to admissions. It might even help to have a few ideas in mind before reading through your options. These prompts are so specific and strange that, in the end, the key is just to follow your instincts. What speaks to you right away? What inspires you?

Question 1 ( Required )

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

Think of this run-of-the-mill Why Essay as the overture to your magnum opus (i.e. the Extended Essay). Chicago wants you to cover all the bases—“learning, community, and future”—so as with any Why Essay, you’d best buckle down and do your homework. The more specific details you can incorporate into your essay, the more sincere and personal it will feel (and be!). Explore both academic and extracurricular opportunities. How will you pursue your interest in oceanography? With a major in Biology and a semester in Australia? What research opportunities will you pursue? Will joining the Club Crew team help you feel more connected to aquatic life despite your midwest location? One thing you won’t find on the school website, though, is that third piece, that “future” thing. Think about where you’d like to be five or ten years from now—your career or the impact you’d like to have or even just a geographic location. How will a UChicago education help you get there? How will your scholarly and social pursuits help you grow? Show admissions how UChicago is the bridge between the person you are and the person you hope to be.

Question 2: Extended Essay ( Required; Choose one )

Essay option 1, we’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed” or “tickled orange” give an old color-infused expression a new hue and tell us what it represents., – inspired by ramsey bottorff, class of 2026.

This is a great question for artists, those of you with synesthesia, or anyone who’s been down the rabbit hole of seasonal color theory on social media. If you have strong associations with different colors or are language-obsessed, then this is a great chance to combine logical and creative thinking to breathe new life into these old sayings. Look at a rainbow or color wheel and see if any feelings or ideas jump out to you. Maybe you feel a certain calm when you see fuchsia, so “out of the fuchsia” might mean a solution that came from deep meditation, a practice introduced to you by your late grandfather. Perhaps you associate sky blue with familial love, and “a blue thumb” would mean someone who is very in tune with their family, culture, and traditions. Ultimately, your argument will (hopefully) show admissions how your brain works and pepper in a few insights as to the kinds of things you hold dear along the way.

Essay Option 2

“ah, but i was so much older then / i’m younger than that now” – bob dylan. in what ways do we become younger as we get older, – inspired by joshua harris, class of 2016.

This prompt will surely appeal to the philosophers among you, as it invites you to consider the trajectory of a person’s lifetime. With such a broad field to choose from, your answers can vary from the biological (some of our blood cells regenerate every four months , so they are always younger than the rest of us) to the comedic ( embracing cartoons that you used to pretend you were too old for ) to the profound (dementia patients reverting to childhood). As you brainstorm, make a list of all possible examples of this phenomenon and choose the ones that get you excited and that you can weave together into an essay that reveals what matters to you. Remember, admissions wants to see both creative thinking and strong analytical capabilities while learning what makes you tick. If anyone else could put their name at the top of your essay, you haven’t identified the right topic yet.

Essay Option 3

Pluto, the demoted planet. ophiuchus, the thirteenth zodiac. andy murray, the fourth to tennis’s big three. every grouping has something that doesn’t quite fit in. tell us about a group and its unofficial member, why (or why not) should it be excluded, – inspired by veronica chang, class of 2022.

If you love finding patterns, solving puzzles, or identifying what holds groups together, this is the prompt for you! As you go through your daily life, start observing and jotting down instances of “the odd man out.” As your list increases, see which ones jump out to you. Maybe you have the perfect explanation for why Washington, DC can’t become a state. Perhaps you’re ready to defend the tomato’s inclusion as a vegetable even though it’s technically a fruit. As with the other prompts, your choice can be as serious or frivolous as you like, as long as it is well reasoned and creative! 

Essay Option 4

“daddy-o”, “far out”, “gnarly”: the list of slang terms goes on and on. sadly, most of these aren’t so “fly” anymore – “as if” name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”, – inspired by napat sakdibhornssup, class of 2028.

As language nerds, we at CEA love this prompt, which is perfect for pop culture buffs, linguistics fans, or those of you whose parents think their generation’s slang is “da bomb!” You can approach this either by choosing an old slang term you like and expounding upon it or by identifying gaps in our current English language use and finding a term to fit; what ideas or emotions are we leaving unexpressed without some crucial piece of missing slang? Sure, we can say something is “all that,” but do we need to indicate it’s “all that and a bag of chips ”? Maybe! Note that the prompt also allows you to choose slang from other languages, so those of you with multicultural backgrounds can highlight that through your choice of phrase. Bonus points if you weave in multiple examples as the prompt does so effortlessly!

Essay Option 5

How many piano tuners are there in chicago what is the total length of chalk used by uchicago professors in a year how many pages of books are in the regenstein library these questions are among a class of estimation problems named after university of chicago physicist enrico fermi. create your own fermi estimation problem, give it your best answer, and show us how you got there., – inspired by malhar manek, class of 2028.

Finally, a prompt for the mathematically inclined! The key here is to think of an estimate that is aligned with your interests. If you’re an electrical engineering nerd, maybe you want to estimate the number of circuits in UChicago’s Physics Building. If you love anime, maybe you’ll estimate the number of pen strokes in an episode of your favorite show. If you’re into fashion, perhaps you’ll estimate the number of stitches sewn into Janelle Monáe’s Met Gala gown. As with many questions on your math tests, this prompt asks you to show your work, so be sure to share every step you took to arrive at your answer. Remember, the goal is not necessarily to get the answer right, but rather to learn more about you and how your brain works. Don’t be afraid to get weird!

Essay Option 6

And, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

We love all the prompts from the past —there are so many quirky ones! If this year’s questions aren’t inspiring you, don’t be afraid to peruse the archives to find one that stands out to you. If you belong at UChicago, there is no doubt you will find a prompt that sparks a story within you. 

We’d also like to note that this is a great opportunity for recycling essays. If you wrote a strong longform essay for another school, see if any of the old prompts work in your favor, or make up your own question custom-built for your essay. Good luck! 😊

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Unique UChicago essay questions spark students’ creativity

Prompts encourage applicants to think beyond traditional admissions essay conventions and freely express themselves.

Whether it is finding where Waldo really is, considering who Sally sells her seashells to or exploring what can actually be divided by zero, every University of Chicago undergraduate since the 1980s has written an essay as part of the College admissions process. 

While the first supplemental essay on the UChicago application essentially asks “Why UChicago?”, the Extended Essay encourages creative liberty and provides a window into a prospective student’s personality and passions.

The legendary UChicago Extended Essay dates back to at least 1984, when a prompt invited applicants to imagine themselves as astronauts on Mars and asked them whether they would prefer to be teleported molecule-to-molecule back to earth, or to be the person running the teleporting machine. Prompts were initially developed by College Admissions staff, but in 2000, the practice of inviting admitted students to contribute questions first began. 

According to Peter Wilson, AB’10, MBA’17, assistant vice president of enrollment and student advancement and director of undergraduate admissions, the essay gives prospective students an opportunity to demonstrate how they utilize critical thinking and rigorous inquiry to confront unfamiliar situations. 

“When students come to the College, they will invariably be met with a situation or problem they have never encountered before, be it academics-related or otherwise” Wilson said. “This prompt gives Admissions counselors a way to evaluate how students will navigate those situations once they are at UChicago.”

John W. Boyer, the dean of the College, said the fundamental idea behind the Extended Essay is to invite prospective students to be creative in a serious but intellectually playful way in response to an open-ended challenge. 

“These essays not only reveal much about the qualities of mind of our students, but they also show our students something of the intellectually dynamic culture they will be joining if they matriculate here as members of our community,” Boyer said.

Each year, applicants choose from six essay options—five are prompts selected for that application cycle, and the sixth allows applicants to choose a prompt from past years or create one of their own. 

“We offer a number of options because we understand students are different—they have different interests and backgrounds, a wide variety of experiences and views, and they engage different parts of their brains. We are interested in diversity in all its forms, and a wide variety of questions allows for a wide variety of ideas to be represented,” Wilson said. 

Selecting new prompts every year begins with soliciting members of the UChicago community, both past and present, and asking them to submit ideas. Those interested in sending in their ideas for the 2022-23 application cycle can expect to see a call-for-submissions email next May.

By engaging current students and alumni in the process, the Extended Essay connects prospective students with the UChicago community. After receiving an average of nearly 1,000 essay prompt submissions each year, a small group of Admissions counselors then meet to review and finalize the year’s list. 

Grace Chapin James, AB’11, is very familiar with the process, having served as the chair of the essay committee for eight of the 10 years that she worked in the Office of College Admissions. 

“When we give people these creative questions, the goal is to open up their minds and see if they have a level of creativity or flexibility and exploration that will lend itself well to being in a UChicago classroom,” said James, who is now director of student recruitment and admissions at the University of Chicago Booth School of Business. 

Overall, Wilson says the essay shows prospective students that the University is interested in getting a sense for how they think before they step foot on campus. 

“It also signals to prospective students that we are an institution that values and celebrates novel ways of thinking and solving problems,” he added.

Below, view two of the 2021-2022 essay prompts for prospective students and the thought process behind their creation. The rest of the prompts can be found here .

Applications for the Class of 2026 are open through the Coalition and Common Applications. For more information, visit getstarted.uchicago.edu .

In Homer’s Iliad, Helen had a “face that launched a thousand ships.” A millihelen, then, measures the beauty needed to launch one ship. The Sagan unit is used to denote any large quantity (in place of “billions and billions”). A New York Minute measures the period of time between a traffic light turning green and the cab behind you honking. Invent a new unit of measurement. How is it derived? How is it used? What are its equivalents?

—inspired by carina kane, class of 2024, and ishaan goel, class of 2025.

The first thing that rising second-year Carina Kane, a pre-medical student and anthropology major, learned about UChicago as a prospective student was that it had unusual essay prompts. Because of this, she decided to apply.

“I really liked the freedom [of the essay], because I could pretty much choose anything and then weave whatever story or anecdote into it and make it my own question. And I definitely knew when I was answering the question that I wanted to include something that I was interested in, but I wanted to mostly talk about something that would give some indication about who I am.” 

At the end of her first year on campus, inspired by past prompts, Kane submitted her own with the goal of giving students freedom to present their stories. From chemistry to economics to architecture, nearly every field includes a unit of measurement, and Kane hopes applicants will apply their knowledge in their subject of expertise. 

“I hope students will choose something that they're really interested in, and take that freedom that comes with the question and extend their knowledge in that subject to a fantastical realm. Everything's rigid when you're working with certain subjects, and I'd hope that they could take that and turn it into something invented and imagined.”

"There is no such thing as a new idea" - Mark Twain. Are any pieces of art, literature, philosophy, or technology truly original, or just a different combination of old ideas? Pick something, anything (besides yourself), and explain why it is, or is not, original.

—inspired by haina lu, class of 2022.

Haina Lu, a rising fourth-year majoring in economics and public policy, chose to submit a prompt because the Extended Essay was one of her favorite parts of the College application process. 

Her idea was partly inspired by the “ship of Theseus” paradox, which asks whether an object that has had its components entirely replaced fundamentally remains the same object. It was also inspired by late-night conversations with her housemates in Cathey Dining Hall. 

“The Extended Essay makes the overall undergraduate body more creative and colorful,” she said. “Having an Extended Essay prompt allows students to present their ideas in a more freeform way, which contributes to making a more curious and eccentric—in the best way— student body.”

—This story was also published on the College website .

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Essay Prompts 2021

The University of Chicago has long been renowned for our provocative essay questions. We think of them as an opportunity for students to tell us about themselves, their tastes, and their ambitions. They can be approached with utter seriousness, complete fancy, or something in between.

UChicago Essay Prompts 2023-24

If you’re looking to learn more about the UChicago essay prompts, you’ve come to the right place. 

Located in Hyde Park , Illinois , UChicago is one of America’s most prestigious and is ranked #22 of the best global universities.  The University of Chicago acceptance rate is 6% , which combined with its high rankings speaks to an extremely selective admissions process. In order to get into UChicago, you’ll need finely crafted University of Chicago essays. First, you must thoroughly understand the UChicago essay prompts and how to approach them. 

In this guide, we’ll go over the 2023 UChicago essay prompts and advice for approaching the University of Chicago essays. It takes an outstanding UChicago application to impress the University of Chicago admissions committee, and that includes good essays.

University of Chicago Supplemental Essays: Quick Facts

• UChicago acceptance rate: 6% . This qualifies UChicago as a most selective school.
• UChicago essay requirements : Two essay questions, up to 2000 words each. To see exactly what the UChicago essay questions will look like on the Common App, check out their essay question resource .
• UChicago application : The University of Chicago application must be submitted using the Common Application. Once you read the UChicago essay prompts, draft your University of Chicago essays in a separate document. Once you’re fully satisfied with your answers, then you can paste the essays back into the Common App for submission.
• Early Action: November 1
• Early Decision I: November 1
• Early Decision II: January 2
• Regular Decision: January 2
• UChicago essay tip: UChicago values itself on having thought-provoking, unique supplemental essay questions. Don’t be afraid to think outside the box and get creative with your University of Chicago supplemental essays.

Please note that essay requirements are subject to change each admissions cycle, and portions of this article may have been written before the final publication of the most recent guidelines. For the most up-to-date information on essay requirements, check the university’s admissions website. 

How many supplemental essays does UChicago have?

There are just two required University of Chicago essays. However, there are several UChicago essay prompts that you can choose from to write your two required essays.

The UChicago essay prompts are a famed part of the UChicago application. UChicago has one classic “why school” essay, while the “extended essay” responds to one of many unique questions. For some students, these prompts can be more fun to write about than more traditional prompts about extracurriculars or community. However, these essays are indeed creative, and the UChicago essay prompts vary substantially from year to year. Therefore, it can seem harder to get advice on how to write the University of Chicago supplemental essays.

That’s where we come in. There are many ways to approach the UChicago essay prompts, and we’re here to walk you through them. Maybe you prefer looking at the UChicago past essay prompts and UChicago essays that worked. Or perhaps you want to jump into brainstorming exercises to warm up your creative muscles. Whatever you do, we can help you prepare to ace your UChicago application. 

UChicago Questbridge applicants 

If you are a QuestBridge applicant, you might have to answer additional application questions. QuestBridge is a program to assist high-achieving students from low-income backgrounds in applying to prestigious colleges. Some first-generation students might also be eligible for the QuestBridge program, which provides a four-year scholarship to UChicago.

For students looking to apply to UChicago through QuestBridge, the application process varies from the Common App in several ways. Briefly, to attend UChicago through Questbridge, you must first apply for the QuestBridge National College Match . In addition, the match system requires applicants to rank colleges they’re interested in attending. Ultimately, finalists will be matched with—and must attend—the highest-ranking college that chooses them.

Compared to the single Common App personal statement , the Questbridge application requires two essays and two short answers. In terms of UChicago essay prompts, there are no additional University of Chicago supplemental essays for QuestBridge applicants. 

Now that we’ve covered the basics, let’s take a closer look at the UChicago essay prompts. 

UChicago Supplement – Question 1

Question 1 of the University of Chicago supplemental essays is a classic “why school” essay. While the second essay involves several UChicago essay prompts, this essay has only one:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

On the Common Application, students are permitted up to 2000 words for this question—that’s even more than the personal essay! Of course, you don’t have to use all 2000 words; however, you have the opportunity to make this question your own. The University of Chicago admissions committee is looking for independent thinkers who can tackle problems in their own way. 

Of all the UChicago essay prompts, this is easily identifiable as a “why school” essay. The question it is essentially asking you is “Why do you want to go to UChicago?” You’ll likely encounter this question on many college applications; it isn’t unique to the University of Chicago essays. 

Approaching a “Why School” essay

How do you answer a “why school” question? First, make sure you do your research. University of Chicago admissions officers want to see that you’re already picturing what your life would be like at UChicago. Think about what excites you about UChicago and dig in deep for inspiration.

What professors would you like to learn from, or assist in their research? What would you like to major in? Would you double major, write a thesis, or maybe petition to create a niche course of study that’s never been done? What clubs would you like to join? Demonstrate that to the best of your ability, you’ve researched UChicago and can picture what you’ll do there.

Consider what you will bring

Second, think about what you could contribute to UChicago. Don’t just stop at listing a professor whose work interests you. Instead, offer a research topic that you would like to pursue under their advising. Instead of just listing clubs that sound fun, think about what you would do if you were in the club. Are there high school extracurriculars that you would like to continue? Did you run a blood drive in high school that could be done bigger and better with UChicago’s resources? 

Above all, don’t forget the goal of the “why school” essay. After reading your essay, University of Chicago admissions officers should come away knowing UChicago is the best and only place for you. To do this, highlight facets of your personality and worldview that align with UChicago’s values and campus culture. Why are you a good fit for UChicago and vice versa? Don’t forget that college fit goes both ways.

Now, let’s move on to the more creative of the UChicago essay prompts: the extended essays.

UChicago Extended Essay

With so many UChicago essay prompts, the extended essay is where you get to have a little more fun. These UChicago essay prompts are famous for their quirky approach to the college application. 

Here are seven UChicago essay prompts for this year’s extended essay: 

Uchicago extend essay options, 1. exponents and square roots, pencils and erasers, beta decay and electron capture. name two things that undo each other and explain why both are necessary., – inspired by emmett cho, class of 2027, 2. “where have all the flowers gone” – pete seeger. pick a question from a song title or lyric and give it your best answer., – inspired by ryan murphy, ab’21, 3. “vlog,” “labradoodle,” and “fauxmage.” language is filled with portmanteaus. create a new portmanteau and explain why those two things are a “patch” (perfect match)., – inspired by garrett chalfin, class of 2027, 4. a jellyfish is not a fish. cat burglars don’t burgle cats. rhode island is not an island. write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept., – inspired by sonia chang, class of 2025, and mirabella blair, class of 2027, 5. despite their origins in the gupta empire of india or ancient egypt, games like chess or bowling remain widely enjoyed today. what modern game do you believe will withstand the test of time, and why, – inspired by adam heiba, class of 2027, 6. there are unwritten rules that everyone follows or has heard at least once in their life. but of course, some rules should be broken or updated. what is an unwritten rule that you wish didn’t exist (our custom is to have five new prompts each year, but this year we decided to break with tradition. enjoy), – inspired by maryam abdella, class of 2026, 7. and, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

Phew, that’s a lot of UChicago essay prompts! Now you might get what we mean by creative, quirky, unique prompts. 

Approaching these UChicago essay prompts might feel a little daunting, and that’s okay. We’ll go over some tips on how to best answer these UChicago essay prompts, and how to write your UChicago essay.

How do you write a UChicago essay?

So, now that you’ve read the many fun UChicago prompts from 2023-2024, you might be a little intimidated. You’re probably wondering how on earth to approach writing the University of Chicago supplemental essays. Especially if you’re not used to writing creatively, these prompts can seem to defy your attempts to write. Here are some tips to get you started.

Free write to brainstorm

Pick a prompt, or two, or seven! Then, do a timed free write to answer each of the UChicago essay prompts. Give yourself a set time limit—not too long—and just write. Don’t edit, don’t focus on grammar, just write . No deleting! Let your fingers type (or write) whatever your brain demands. The UChicago essay prompts encourage you to think outside the box– give your imagination the chance to run wild! Your free-write may lead to the nugget of an idea or a great hook to kickstart an essay.

Get personal

The University of Chicago admissions officers want to know what makes you, you. This is good advice for any college essay, but with these UChicago essay prompts it’s easy to get sucked into a fun topic. Whatever prompt you choose, make sure that your University of Chicago supplemental essays say something about who you are. Illustrate what you value, what your background is, what’s shaped you, and who you want to be. 

Of course, this doesn’t need to be said outright. After all, you can learn a lot about someone from their favorite song lyric or a game they can’t stop playing. Indeed, that’s why the UChicago essay prompts include fun options like these! But don’t be afraid to go into detail about why you like these things.

You may believe in the enduring power of chess because your grandfather tried to teach it to you as a child—but it’s only since his death that you’ve learned to play. On the other hand, perhaps you volunteered in a veterinary hospital sophomore year, so you know the answer to “Who let the dogs out?” is Macy, the weekend vet tech? You’ve got a lot of words at your disposal: use these University of Chicago supplemental essays to tell the full story.

Tell a story

These UChicago essay prompts are very open-ended. They leave the option open for you to answer in 50 words or 500, if not the full 2,000. So, use your answers to the UChicago essay prompts to take your reader on a journey.

Describe a change or a moment you gained a new perspective on something. Explain the backstory of something that might be common knowledge for your inner circle, but intriguing to a stranger. Expand a small, average moment into something meaningful to segue into the prompt. A narrative answer to a UChicago prompt is always going to be more interesting than a more straightforward description. 

Don’t be afraid to get creative

These prompts are just begging you to liven up the form of your answers. Answer in a screenplay, a song, a map, a riddle, and instructions for a game. The other UChicago essay prompts and your Common App personal statement will allow you to flex your powerful prose. Why not use the extended essay to try some poetry? Link a Spotify playlist! Submit a piece of art and write an artist’s statement explaining how it answers the question! With these University of Chicago essays, the world is your oyster.

Fall back on tried and true essay writing skills

Even while being creative in answering the UChicago essay prompts, you can still apply classic essay writing tips in this context.

Regardless of its prose, poetry, or dialogue, your essay needs structure, starting with a hook. With a classic essay, this often means using an anecdote or a quote to grab attention. Your conclusion should also be mindful of the essay’s message: how does it apply in a broader context? What did you learn over the course of the events that you’ve described? You can even recall an image, phrase, or idea from your opening.

Obviously, creative form isn’t an excuse not to have immaculate spelling and grammar. Unless your essay is about creative misspellings and what they teach us about the evolution of language, you still need to spellcheck. 

Read UChicago essay examples

What better way to learn how to answer the UChicago essay prompts than to read essays that worked? We have extensive essay guides to support you in your essay-writing process. For some examples of UChicago essays, UChicago past essay prompts, and why they worked, read this guide .

Did you know that UChicago essay prompts are often inspired by students’ answers from years past? Reading innovative takes on the current questions can help you understand how creative you can be in your essays. The UChicago essay prompts are a little unconventional, but they are absolutely within your ability to answer. Just be true to yourself and what you care about—and start drafting early!

How long should the UChicago essays be?

The University of Chicago essays don’t really have a word limit. Under the UChicago essay prompts on the Common Application, the word limit is technically 2000 words. But that number mostly functions to let students know that they can write as much—or as little—as they like. Remember that admissions officers read thousands of University of Chicago supplemental essays, so unnecessary words should be cut wherever possible. 

We understand that the lack of a solid recommended length for the University of Chicago supplemental essays is a little overwhelming. After all, it’s easier to answer a narrower question than a more open-ended one. But that’s part of the UChicago philosophy: the University of Chicago essays are intentionally broad to give students freedom. 

UChicago is looking for intellectually curious, driven students who will contribute to their community. This is why the University of Chicago essays have essentially no length requirement and ask such unconventional questions. UChicago is trying to find students who fit their idea of a unique, thoughtful, and even quirky student body. 

We hope that looking at UChicago past essay prompts and this year’s UChicago essay prompts is helpful. The University of Chicago supplemental essays are challenging for many, so you can’t be too prepared to write.

What is the application deadline for University of Chicago?

The University of Chicago application deadline will vary based on which timeline you choose.

The first University of Chicago application deadline is November 1. This is the deadline for Early Action and Early Decision I applicants. Early Action and Early Decision are different application options. Remember, Early Decision is binding, meaning that if you get accepted into UChicago that you are required to attend. Early Action is not binding, so you can apply Early Action to more than one school. It’s important to note that Questbridge applicants must apply by this deadline.

Both of these options are for students who have prepared early and extensively for their college applications, and who have strong first-semester grades. If you apply Early Decision, you should be 100% sure that UChicago is your first choice of school. Moreover, if you are accepted to UChicago Early Decision, you cannot compare financial aid packages from other universities.

The next University of Chicago application deadline is January 2; this is for Early Decision II and Regular Decision. Early Decision II is for students for whom UChicago is still their first choice, as it is binding. ED II may be for those set on UChicago but waiting on second-semester grades, or who are still workshopping essays. Regular Decision is part of the regular application cycle and is, of course, non-binding. 

If you want to get into UChicago , make sure that you pick the best University of Chicago application deadline for you. 

More UChicago Essay Resources from CollegeAdvisor

Applying to UChicago can be overwhelming. The university has a very high ranking , and the University of Chicago acceptance rate is extremely low. In light of this, it can feel like there’s nothing you can do to improve your chances of admission. But don’t despair—we are here to help! College admissions don’t need to be paralyzing: at CollegeAdvisor, we’re here to provide resources and support you through the process. 

For more tips on writing your UChicago essays, watch our workshop on how to write the UChicago supplemental essays. In this workshop, a former admissions officer shares her takeaways on what makes a great essay. 

If you’re looking for more essay examples, we have another guide here . The more UChicago essay prompts and examples you read, the more familiar you’ll be with UChicago’s unconventional essay style. 

UChicago Essay Prompts – Takeaways

As one of the best colleges in the Midwest , UChicago attracts many qualified applicants. The University of Chicago acceptance rate is 6% , and statistically, even the best applicants might not make the cut. Your University of Chicago supplemental essays must make you stand out from the applicant pool. You have to show UChicago that you would be a great fit for their community.

Here are some final takeaways about the UChicago essay prompts:

• UChicago has two required supplemental essays that you must complete in addition to your personal statement. 
• If you’re a QuestBridge applicant, you must write the Questbridge essays. However, there are no additional UChicago essay prompts. 
• Many recognize UChicago for its unconventional and quirky essay prompts—don’t be afraid to give a creative answer to a creative question!
• One of the UChicago essay prompts is a “why school” essay, asking you why you want to attend UChicago specifically. Do your research and be specific in answering this prompt. 
• There are several University of Chicago application deadlines for Early Decision, Early Action, Early Decision II, and Regular Decision. Make sure you know which deadline you’re applying for! 

Now that you’ve read all about UChicago essay prompts, you’re more prepared to take on your University of Chicago application!

Rachel Kahn wrote this essay guide. Looking for more admissions support? Click here to schedule a free meeting with one of our Admissions Specialists. During your meeting, our team will discuss your profile and help you find targeted ways to increase your admissions odds at top schools. We’ll also answer any questions and discuss how CollegeAdvisor.com can support you in the college application process.

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How to Write the UChicago Supplemental Essays 2020-2021

Padya Paramita

July 8, 2019

A Guide to the UChicago Supplemental Essays 2020-2021

You probably already know that admission into the University of Chicago, with its acceptance rate of only 7.9%, is far from guaranteed. But as you gear up to apply, you might get further thrown off by the essays you have to write. Alongside the required classic “why UChicago” question, this highly selective school also presents you with some rather unusual prompts in the UChicago supplemental essays 2020-2021 .  

You don’t expect to see references to Costco or Harry Potter when you’re getting into the mindset for convincing admissions officers why you’re a good fit for a school, and yet these have been part of past UChicago prompts. It goes without saying that UChicago’s quirky prompts aren’t your typical supplemental essay questions. But despite their unique nature, the goal of the university is the same as any other school -  to understand your perspective, to get a sense of your goals, and determine whether your values align with those that UChicago looks for in its students. To guide you through each of the prompts, I have outlined the questions, how to go about tackling them, and more tips to help you write the UChicago supplemental essays 2020-2021 .

The UChicago Supplemental Essays 2020-2021

UChicago prides itself on its thought provoking supplemental essay prompts. Use these as an opportunity to introduce yourself, what you’re passionate about, and your ambitions and goals. Although there is no set word limit for any of the prompts, InGenius Prep counselor Natalia Ostrowski, who worked as the Assistant Director of Admissions at UChicago, recommends that you limit the first essay (“Why UChicago”) to a page (double spaced in 12 point font). The second essay - the more weird and unusual one of the two - should be about two pages, double spaced and in 12 point font. 

The voice in your essay can be serious, you can let your creativity completely loose, or you can find an in-between take on any issue you’re writing about. According to Natalia, “UChicago admissions officers want to see how you connect ideas and get a front-row view into your critical thinking, intellectual curiosity and excitement for knowledge.” 

So without further ado, let’s go through all of the prompts - including each of the odd ones - for the UChicago supplemental essays 2020-2021, and ways you should dissect and answer them:

Question 1 (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Although there is no strict word limit on this “why UChicago” essay, don’t go overboard with what you like about the university. Admissions officers already know it’s a great school. How do you narrow down what you love about the college? Well, look at the question for hints. The question asks that you elaborate on how UChicago can help meet your needs when it comes to the following:

When reading your response to this question, admissions officers are looking for whether you’ve done your homework on UChicago to determine how much you’d fit into the college. Below are a few questions that Natalia suggests you ask yourself to brainstorm for this essay:

• Why is the Core important to you? (And don’t just copy/paste what you wrote for Columbia and vice versa — they’ll know) 
• What specific majors are you interested in and why? 
• Has it always been your dream to work with [ insert professor here ] or study abroad in [ insert location here ]? Why? 
• Which activities are you excited to contribute to? Why do you want to be a Maroon (yes, UChicago has sports!)?

Emphasize the community aspect - how do you hope to find your people on campus? Is it 

the opportunity to participate in student organizations such as Humor Magazine or the intramural wiffleball team that call out to you? Or are you keen to explore Chicago’s Revival Community Improv Theater within walking distance of the college? You might want to continue your community involvement work from high school by participating in the Neighborhood Schools Program, The Civic Knowledge Project, or one of the college’s several organizations that help give back to the greater Chicago community. 

Since you have space, you can provide context on who you are, your passions, and the kind of values you hope to bring to UChicago. Whatever you choose to write about, make sure you prioritize what you’re looking for from your college experience and how UChicago is the ideal place to explore these interests or goals. Show admissions officers that you have done your research and can convincingly argue for your place at the school, clearly outlining the parts of campus you wish to commit to.

Question 2: Extended Essay (Required; Choose One)

Now we get to the more peculiar essays. At first - and even second or third glance - these questions are out of the box in comparison to other schools’ supplemental essays. But where do you even start? Natalia affirms that, “Admissions officers want to see how your brain works. It doesn’t matter what you write about or which question you answer — your ideas and how you write about those ideas is what matters.” 

She also adds that from your essay, “Admissions officers will be able to have a glimpse of who you might be in the classroom, or when you’re deep in discussion in the dining halls or dorms, or walking through the snowy Harper Quad on your way to get some hot chocolate at Hallowed Grounds.” 

The takeaway for admissions officers reading your UChicago supplemental essays 2020-2021 should be to understand what makes you tick and how you are going to contribute to the community. This is the goal you should keep in mind throughout your writing process.

Essay Option 1

Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics... it's all up to you (or your woodchuck).

—Inspired by Blessing Nnate, Class of 2024

This is one of the most open-ended questions among the UChicago supplemental essays 2020-2021 , because with a convincing enough argument, you might just be able to sway admissions officers to believe - or not - that a certain tongue twister has an answer that we might not have thought about before. Here are some tongue twisters — with questions ingrained in them — to help get you started on your brainstorm:

• Peter Piper picked a peck of pickled peppers. How many pickled peppers did Peter Piper pick?
• Can you can a can as a canner can can a can?
• She saw Sharif's shoes on the sofa. But was she so sure those were Sharif's shoes she saw?
• Which witch switched the Swiss wristwatches?
• To begin to toboggan first buy a toboggan, but don't buy too big a toboggan. Too big a toboggan is too big a toboggan to buy to begin to toboggan.

Don’t get so caught up in the tongue twister that you miss the second half of the question: “method of your choice.” Use this question to discuss your potential major or interest, because after all these are your supplemental essays. How can a certain law in physics explain if you can “can a canner?” Does the law of demand and supply in economics help answer the question of “How many pickled peppers did Peter Piper pick?” This is a great question to combine both your imagination and creativity alongside your curiosity within your academic interest.

Essay Option 2

What can actually be divided by zero?

—Inspired by Mai Vu, Class of 2024

This is another open-ended prompt. Since, unlike the last question, the college hasn’t specified that you should use an academic subject to explain your answer, your options are truly unlimited in how you choose to answer the question. This prompt isn’t one where you should bring up your academic interests unless they flow in organically. But it is a great opportunity to show your humorous side and make the admissions officers laugh.

You can reflect on a real-life incident that occurred that helped you have a certain realization, or you can be more hypothetical and come up with your own math problem. Whatever you choose, it’s crucial that you explain why you’ve drawn a certain conclusion. What does “being divided by zero” mean to you? Why do you believe X object cannot actually be divided by zero? Since there are no specifications, you can use a concrete object such as chairs, or a more abstract example, such as happiness or grief.

Download Every Supplemental Prompt Here!

Essay option 3.

The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know?

—Inspired by Peter Wang, Class of 2022

This prompt from the UChicago supplemental essays 2020-2021 is a great place to show the school that you’re not afraid to tie everyday mundane things to academic areas. Think about how you use topics such as astronomy or grammar in daily life. To tackle this prompt, you could talk about a particular mathematical formula that you believe everyone should know. Or you could take the Trivium route and explore how grammar has evolved over time.

Remember though, that you are encouraged to get as creative as you want with these, so if you want to use examples from a language that originated in a fantasy novel or film that you enjoy, you could take that risk. This question, like prompt 1, leans in a more academic direction than the others - since it explicitly brings up fields that you’d study in school and/or college. So if you’re not a fan of creative writing, this question might be more approachable for you since the answer can be framed with a scholarly angle. Whichever approach you choose, make sure to not emphasize the question, “what is essential for everyone to know?” but rather why you believe it’s important for every single person.

Essay Option 4

Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer's key of at least 300 words to help us best understand your creation.

—Inspired by Maximilian Site, Class of 2020

If you’re an artist, or a visual thinker, this could be a great prompt to attempt. Since the question doesn’t specify whether the map you create can be from a real or fictional place, you can go all out and pursue anything you like. It can be on a smaller scale — such as your neighborhood growing up, or far bigger such as the entire continent of Asia.

One factor to keep in mind is to make sure that the subject has relevance to you. Since these essays help admissions understand what makes you unique and helps them make their decision, think about how you can use your choice of map to convey an interest or goal. If you want to be a computer scientist for example, you can reimagine the map for Silicon Valley to your convenience and explain why you’ve done so.

Essay Option 5

"Do you feel lucky? Well, do ya, punk?" - Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so.

—Inspired by Chris Davey, AB’13

This is definitely a more lighthearted prompt among the UChicago supplemental essays 2020-2021, that allows space both for creativity as well as a chance to demonstrate your interest in a particular topic. You could, for example, take a quote from The Office or a well known internet meme and assign it to someone such as Albert Einstein or Abraham Lincoln. The more important aspect of this prompt is the second half of the question: the implications of misattributing a quote. How is an industry — or even the world — impacted if someone who is reputable has their viewpoint misunderstood? 

This can be a particularly interesting topic to explore if you’re keen on English or journalism, as students applying to UChicago often are. What are the consequences of misquoting someone? Take the quote and persona you’ve chosen and imagine how the world — or a community — would be shifted if people start believing that they used an uncharacteristic statement. Analyze how such an incident can shift dynamics, through a lens that you’re passionate about, such as sociology, politics, or literature. 

Essay Option 6

Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves.

—Inspired by Steve Berkowitz, AB’19, and Neeharika Venuturupalli, Class of 2024

UChicago appreciates students who “ dig deeper, push further, and ask bigger questions ” — and this question is an effective way to demonstrate that you have the traits that the school looks for in its students. Think carefully about what you wish to cover here — there really are no limits on your topic as the prompt suggests that your solution can be creative. Don’t be afraid to think out of the box. For example, you might find the perfect answer to the question of “milk first or cereal first?” by discovering a solution that explains exactly why one is more efficient than the other. 

By explaining what the solution is — and its subsequent problem — you not only get to apply your knowledge and understanding of a topic, you get to kill two birds with one stone and convey your area of interest to the admissions officer as well. For this prompt, I’d recommend having a third party read the essay to see if the logic you’ve used in solving the problem does indeed make sense. You don’t have to be scientific at all in your explanation - you just have to convince the reader.

Essay Option 7

In the spirit of adventurous inquiry (and with the encouragement of one of our current students!) choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you don’t like any of the other options, why not look at 30 of the previous years’ questions that UChicago has provided to inspire you. The question “How are apples and oranges supposed to be compared? Possible answers involve, but are not limited to, statistics, chemistry, physics, linguistics, and philosophy” might appeal to you more than any of the new prompts for UChicago supplemental essays 2020-2021 . And that is okay. 

Note that UChicago is giving you an incredible amount of choice here by providing access to their past prompts. If you decide to go the alternative route and come up with your own question, it HAS to be good enough. It wouldn’t be the wisest decision to go with your own lame prompt with the plethora of options in your arsenal. 

While UChicago doesn’t prefer that you answer questions 1-6 rather than 7, carefully weigh your options before you decide to pick number 7. Is there nothing you might have to say for the first 6 essay questions? If that is indeed the case, and you’re willing to take the risk (and UChicago appreciates risk-takers) put your unique spin on a previous - or completely original - question!

Additional Tips for Writing the UChicago Supplemental Essays 2020-2021

Now that you’ve taken a look at the prompts for the UChicago supplemental essays 2020-2021 , here are a few tips to help your brainstorming process: 

• Standout essays for standout prompts - The prompts for the UChicago supplemental essays 2020-2021 are without a doubt, highly unique. It’s okay to feel intimidated, and you might choose a prompt which asks for a more academic-leaning response if you’re not a creative writer. While it’sfine to find an option that’s tailored towards your assets, note that other applicants will be writing all sorts of weird and highly imaginative essays. So you need to come up with something memorable and original to stand out among the competition.
• Consider multiple approaches - Each of the questions for the UChicago supplemental essays 2020-2021 have different routes you can choose. For some, such as the “misattribute a famous quote” prompt or the topic of your choice questions, you can write about anything. So don’t restrict yourself into thinking there is a right answer. While it might feel like the college may want you to answer a certain way, UChicago wants to understand your personality and background. Stay true to yourself and authentically convey who you are and the way you view the world.
• Don’t let the prompts discourage you from applying to the school - While the prompts set by the University of Chicago are definitely unusual and undoubtedly tricky, they are not impossible to answer. The school has set a standard for similarly quirky questions and hundreds of students still get in every year. So the minute you see these on the Common App, don’t be tempted to run away and remove UChicago from your school list. It’s a great school, and if you have a strong application to compete with other top students, don’t miss out on the chance just because the supplemental essays seem a little intimidating!

The UChicago supplemental essays 2020-2021 can add depth to your application and help admissions officers understand who you are and what you’re looking for from your college experience. The “why UChicago” prompt is your chance to convey how you would be a good fit at UChicago and vice versa. On the other hand, the essay question is a great component to capitalize on so that admissions officers understand your interests, creativity, and how you view the world. The task at hand might seem like a tough uphill battle, but it’s definitely not impossible. Good luck!

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5 UChicago Supplemental Essay Examples

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The University of Chicago is one of the most competitive U.S. universities known for its economics, statistics and mathematics undergraduate programs. But for college applicants, the school is probably best known for its out-of-the-box, creative supplemental essay prompts.

To apply to UChicago , students must submit an additional supplemental essay – what’s referred to as the Extended Essay. UChicago releases 5 new essay prompts inspired by their students every year, along with a set of past prompts applicants can choose from.

While students are encouraged to be creative, how creative can you (or should you) be? For those interested in applying to UChicago , here are a few examples of essays that worked:

Prompt from 2016-2017 season:

Vestigiality refers to genetically determined structures or attributes that have apparently lost most or all of their ancestral function, but have been retained during the process of evolution. In humans, for instance, the appendix is thought to be a vestigial structure. Describe something vestigial (real or imagined) and provide an explanation for its existence. —Inspired by Tiffany Kim, Class of 2020

University of Chicago ‘21

“People often ask me if I’m scared that I’ll go deaf in the other ear, too. The thought echos in my head sometimes, and it’s certainly an ear-y thought, but I’m not too worried. In some ways, losing a part of my hearing has made the world louder. Instead of focusing on what I lost, I began to appreciate what I always had. Every moment—whether it be the off-tune singing of my little brother in the shower, or the melodious chords from my ukulele—is something to note.”

Prompt from 2015-2016 season:

Joan of Arkansas. Queen Elizabeth Cady Stanton. Babe Ruth Bader Ginsburg. Mash up a historical figure with a new time period, environment, location, or occupation, and tell us their story. — Inspired by Drew Donaldson, Class of 2016

University of Chicago ‘20

“The ball flies to Scottie Pippen, he pulls up, but the shot bounces out. The crowd goes silent. But Rodman grabs the rebound, hooks it to Jordan who scores a three pointer. Everyone in the stadium goes wild, except one man: Napoléon Bonaparte.  “All according to plan” he whispers to himself.

Little does the public know, Napoleon instructed his stars to keep the game close. In reality his superstars could have won easily.  But he needs to attract national attention for the next part of his plan.  

As a child Napoleon obsessed over pop culture. He couldn’t believe the power celebrities held in society; people would trust them with their children, beliefs, and even their spending. After Reagan’s election, he strived to tap into this power. Napoleon would conquer America.”

Prompt from 2014-2015 season:

A neon installation by the artist Jeppe Hein in UChicago’s Charles M. Harper Center asks this question for us: “Why are you here and not somewhere else?” — Inspired by Erin Hart, Class of 2016.

University of Chicago ‘19

“I am here because I can’t be in two places at once. That’s definitely a law of physics or some kind of science I don’t know much about, but that’s the short answer to why I’m not somewhere else, or lots of other places. To know why I’m here, on Earth, in America, in California, in Berkeley, at my house sitting on my favorite worn leather couch, with light from three windows making it hard to see my laptop screen, is a longer story.”

In French, there is no difference between “conscience” and “consciousness”. [...] All of these require explanation in order to properly communicate their meaning, and are, to varying degrees, untranslatable. Choose a word, tell us what it means, and then explain why it cannot (or should not) be translated from its original language. — Inspired by Emily Driscoll, Class of 2018

“Raising the issue of translatable versus untranslatable words is futile; new words should enter a language because of a cultural need to express a specific idea, not just because they can be translated from other languages. Terminology is always a function of development: when a new concept – be it tangible or intangible – enters a society, the language evolves and adapts so that its speakers can discuss the new topic.”

What’s so odd about odd numbers? — Inspired by Mario Rosasco, Class of 2009.

“Why was Six Afraid of Seven?

In the beginning there was zero, and then there was One. Zero and One ruled the universe with undisputed power; together they formed the perfect union. Perfection diminished when One began to feel superior to Zero, and departed his company to rule alone. He quickly discovered the powers of addition, and created Two. Two was to be his new companion, to help oppress the rest of the numerical universe. One began training Two in the dark magic he had discovered. However, Two found One to be a little unhinged, and he sensed a certain instability.”

———-

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Frances was born in Hong Kong and received her bachelor’s degree from Georgetown University. She loves super sad drama television, cooking, and reading. Her favorite person on Earth isn’t actually a member of the AdmitSee team - it’s her dog Cooper.

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UChicago Released 2022-2023 Essay Prompts and We're Loving Them

Each year, applicants to The University of Chicago are asked to answer two supplemental essay questions. Sounds normal enough, right? Not quite – UChicago is famous for its unique essay prompts which are often creative and uniquely fun. 

Applicants are asked to submit two essays with their application. The first is the standard "why UChicago" question. The second question takes a more creative approach. The essay prompts change wildly each year–because they are submitted by current students!

The University of Chicago’s history of unique essay questions began in 1984 when the admissions staff added a fun prompt asking students to image themselves as astronauts on Mars. In 2000, UChicago students took over the task of writing essay questions. Each year, UChicago receives several hundred essay prompt submissions from students enrolled at the university and narrows it down to a handful for applicants to choose from.

When asked why they offer such unique essay prompts Peter Wilson, assistant vice president of enrollment and student advancement and director of undergraduate admissions, says: “We are interested in diversity in all its forms, and a wide variety of questions allows for a wide variety of ideas to be represented.”

2022-2023 University of Chicago Supplemental Essay Prompts

Question 1 (required): .

How does the university of Chicago, as you know it, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Question 2: Extended Essay (Required; Choose 1)

Essay Option 1 : Was it a cat I saw? Yo-no-na-ka, ho-ka-ho-ka na-no-yo (Japanese for “the world is a warm place”). Może jutro ta dama da tortu jeżom (Polish for “maybe tomorrow that lady will give a cake to the hedgehogs”). Share a palindrome in any language, and give it a backstory.

— Inspired by Leah Beach, Class of 2026, Lib Gray SB ’12, and Agnes Mazur AB ‘09

Essay Option 2 : What advice would a wisdom tooth have?

— Inspired by Melody Dias, Class of 2025

Essay Option 3 : You are on an expedition to found a colony on Mars, when from a nearby crater, a group of Martians suddenly emerges. They seem eager to communicate, but they're the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. What do you share with them to show that humanity is worth their time?

— Inspired by Alexander Hastings, Class of 2023, and Olivia Okun-Dubitsky, Class of 2026

Essay Option 4 : UChicago has been affiliated with over 90 Nobel laureates. But, why should economics, physics, and peace get all the glory? You are tasked with creating a new category for the Nobel Prize. Explain what it would be, why you chose your specific category, and the criteria necessary to achieve this accomplishment.

— Inspired by Isabel Alvarez, Class of 2026

Essay Option 5 : Genghis Khan with an F1 racecar. George Washington with a SuperSoaker. Emperor Nero with a toaster. Leonardo da Vinci with a Furby. If you could give any historical figure any piece of technology, who and what would it be, and why do you think they’d work so well together?

— Inspired by Braden Hajer, Class of 2025

Essay Option 6 : And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

Past Supplemental Extended Essay Prompts

Lost your keys? Alohomora. Noisy roommate? Quietus. Feel the need to shatter windows for some reason? Finestra. Create your own spell, charm, jinx, or other means for magical mayhem. How is it enacted? Is there an incantation? Does it involve a potion or other magical object? If so, what's in it or what is it? What does it do? — Inspired by Emma Sorkin, Class of 2021 

UChicago professor W. J. T. Mitchell entitled his 2005 book What Do Pictures Want? Describe a picture, and explore what it wants. —Inspired by Anna Andel

Heisenberg claims that you cannot know both the position and momentum of an electron with total certainty. Choose two other concepts that cannot be known simultaneously and discuss the implications. (Do not consider yourself limited to the field of physics). — Inspired by Doran Bennett, AB’07

Alice falls down the rabbit hole. Milo drives through the tollbooth. Dorothy is swept up in the tornado. Neo takes the red pill. Don’t tell us about another world you’ve imagined, heard about, or created. Rather, tell us about its portal. Sure, some people think of the University of Chicago as a portal to their future, but please choose another portal to write about. — Inspired by Raphael Hallerman, Class of 2020

Due to a series of clerical errors, there is exactly one typo (an extra letter, a removed letter, or an altered letter) in the name of every department at the University of Chicago. Oops! Describe your new intended major. Why are you interested in it and what courses or areas of focus within it might you want to explore? Potential options include Commuter Science, Bromance Languages and Literatures, Pundamentals: Issues and Texts, Ant History... a full list of unmodified majors ready for your editor’s eye is available  here . — Inspired by Josh Kaufman, AB'18

How did you get caught? (Or not caught, as the case may be.) — Inspired by Kelly Kennedy, AB’10

Discover more of The University of Chicago’s past essay prompts on their admissions essay website .

Read more on application essays:

The Importance of Supplemental Essays in College Admissions

Supplemental Essay “Fun”

Application Essay Topics to Avoid

And don't forget to join the CC Community for more discussion on application essays, admission tips, and applying to college.

Sam is a freelance writer. She studied at the University of Massachusetts Boston where she earned a degree in English.

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2 Great UChicago Essay Examples

UChicago is famous —or shall we say infamous—for their highly-quirky essay prompts. In previous years, students have been tasked with mind-boggling questions like “Find X,” or “A hot dog might be a sandwich, and cereal might be a soup, but is a __ a __?”

These essays may seem silly, but they invite students to share their personalities and perspectives as fully as they wish. UChicago is looking for creative thinkers, and these essays help them distinguish the “kind” of applicant they want. After all, most applicants will have stellar grades and test scores, so these essays are your chance to stand out and beat the odds of the very low acceptance rate.

UChicago requires two essays—one that is a typical “ Why This College? ” prompt, and the other, your choice among seven zany prompts. The seventh option actually allows you to make your own prompt, or pick one from previous years.

In this post, we’ll go over some strong UChicago essay examples from real applicants and share what they did well and what could be improved.

Please note: Looking at examples of real essays students have submitted to colleges can be very beneficial to get inspiration for your essays. You should never copy or plagiarize from these examples when writing your own essays. Colleges can tell when an essay isn’t genuine and will not view students favorably if they plagiarized. 

Read our UChicago essay breakdown to get a comprehensive overview of this year’s supplemental prompts. 

Essay Example #1

Prompt: “There is no such thing as a new idea” – Mark Twain. Are any pieces of art, literature, philosophy, or technology truly original, or just a different combination of old ideas? Pick something, anything (besides yourself), and explain why it is, or is not, original.

As I entered the bare-walled room, I could see the sky was painted blue through the tinted windows. It was my first day in my new high school where I’d have to spend the next two years. I wanted to make new friends.

I started walking towards a boy, introduced myself and exchanged pleasantries. After a few minutes of conversation, the topic of music came up and I introduced him to my love for the iconic classical ambient hit ‘Clair de Lune’. He put on my headphones, the song started playing, and he was amazed by the music’s ethereal, mellow, and serene chords. Or so I thought.

You know that awkward feeling when you show a funny video to your friends and nobody laughs? It was equivalent to that.

As days passed, I started noticing everyone was only listening to the loud pounds of the bass, the buzz saw synths, the crispy hi-hats, and every other element found in Electronic Dance Music, also known as EDM. Realizing that people in my school didn’t like Clair de Lune because they were emotionally invested in only the EDM genre, I had an idea– “What if I create an EDM remix of Clair de Lune to reach out to the audience of both genres?”

I tried to understand what the composer was trying to express through his composition and attempted to create an impression of the classical piece. The main challenge was to add musical elements from relatively two of the most unconventional music genres– Classical and EDM. Incorporating the rich and sometimes heart-wrenching chord structure of Clair de Lune to the multiple layers of EDM saw synths, I adjusted the volume of my instruments to the intensities with which the notes needed to be played and panned the sound in different directions to set the appropriate ambiance.

A few weeks later, I uploaded my work to the various Discord music servers that I am a part of with shaky hands. Nervous of what people might interpret my work to be, I awaited the replies I would receive. The server was filled with users from North America, and since I was in India, I realized that most people weren’t active at midnight when I uploaded my mix. I called it a night and went to sleep. When I woke up, my inbox was flooded with a mix of appreciations and suggestions. The users from the server really liked my idea and it went on to become a weekly competition where everyone would try to incorporate multiple genres into one song. I also made my classmates listen to the mix and later made friends who were interested in music production.

Music has constantly been transcending and bridging different identities cross-culturally through the fusion of genres. The key lies in capturing the emotions and the structure linked to the song, but most importantly, working to understand diverse cultures.

This raises a critical question– are the genres we listen to now truly unique on their own or just a complex amalgam of countless genres throughout history? The answer is that it depends on how experienced an artist is at the art of impression. Honoring instead of degrading, studying instead of skimming, crediting instead of plagiarizing, and transforming instead of imitating will lead an artist to a remix instead of a rip-off. As an artist keeps repeating this process, they’ll make unique decisions– maybe they’ll add an inimitable form of reverb on the synth or include a cymbal crash in their alien music structure. Regardless, those small changes and preferences– in the long run– will amount to a magnitude of alteration in style and develop a completely new identity for an artist. This is when the art practically becomes original while bearing into itself countless unoriginal remixes and impressions of different songs, artists, and genres.

What This Essay Did Well

This essay is a great example of taking a prompt that seemingly has nothing to do with the student on the surface and turning it into an exposé of the student’s personality and interests. The point of every college essay is to reveal who you are, so even when the prompt asks for something unrelated like a piece of art or technology, the ability to tie that back to you is key.

The reader is taken on a journey from seeing the defeat this student felt when no one liked their music taste, to their determination to produce a remix, to the success and positive impact caused by their creativity. Having a well-defined beginning, middle, and end creates a good pace and makes it easy to follow.

Another positive aspect of this essay is the way the student describes music and their process. When you write about your hobbies or interests in an essay, your passion, as well as your expertise, should shine through. The reader can clearly tell this student cares about musical motifs and sound mixing through their description of classical and EDM music, but they also demonstrate their knowledge in this area by explaining the steps they took to produce a remix.

What Could Be Improved

While this student did a great job of turning this prompt into a story about themselves, a definitive answer to the prompt fell through the cracks. After an entire essay focused on them, the student generalized in the last paragraph in an attempt to answer the prompt. The result was an essay that ended on a good note, but didn’t leave the reader with a final impression of the student.

To make sure the ending was as strong as other parts of the essay and that there was a concrete answer to the prompt, this student should have tied the lessons they learned through their experience into their perspective on originality.

For example, they could have decided there’s no such thing as originality because even when they were developing their remix they relied on known aspects of music to recreate genres. On the flip side, they could have concluded that of course there are new ideas because even though they had influences, the comments on the Discord server said they had created something no one had ever seen before. 

It’s okay to take a stance in a prompt like this one. You aren’t being evaluated on whether you picked the “right” answer because there is no right answer. The important part is to connect the answer back to the rest of the essay, and thus emphasize how the answer relates to you.

Essay Example #2

Prompt: Due to a series of clerical errors, there is exactly one typo (an extra letter, a removed letter, or an altered letter) in the name of every department at the University of Chicago. Oops! Describe your new intended major. Why are you interested in it and what courses or areas of focus within it might you want to explore? Potential options include Commuter Science, Bromance Languages and Literatures, Pundamentals: Issues and Texts, Ant History… a full list of unmodified majors ready for your editor’s eye is available here. —Inspired by Josh Kaufman, AB’18 

When I shared the video of me eating fried insects in Thailand, my friends were seriously offended. Some stopped talking to me, while the rest thought I had lost my mind and recommended me the names of a few psychologists. 

A major in Gastrophysics at UChicago is not for the faint hearted. You have to have a stomach for it! I do hope I am accepted to it as it is the only University in the U.S. with this unique major. My passion for trying unique food such as fish eye has made me want to understand the complexities of how it affects our digestive system. I understand that Gastrophysics started with a big pang of food, which quickly expanded to famish. Bite years are used to measure the amount of food ingested. I look forward to asking, “How many bite years can the stomach hold?” and “How do different enzymes react with the farticles?” 

Gastrophysics truly unravels the physics of food. At UChicago I will understand the intricacies of what time to eat, how to eat and how food will be digested. Do we need to take antiparticle acid if we feel acidity is becoming a matter of concern? At what angle should the mouth be, for the best possible tasting experience? When I tried crocodile meat, I found that at a 0 degree tilt, it tasted like fish and chicken at the same time. But the same tasted more like fish at a negative angle and like chicken at a positive angle. I want to unravel these mysteries in a class by Professor Daniel Holz in gravitational gastrophysics, understanding the unseen strong and weak forces at play which attract food to our stomachs. 

I find that Gastrophysics is also important for fastronomy. I want to learn the physics of fasting. How should we fast? Hubble bubble is a good chewing gum; an appetite suppressant in case you feel pangs of hunger. I have read how the UChicago Fastronauts are stepping up to test uncharted territories. Intermittent fasting is a new method being researched, and UChicago offers the opportunity for furthering this research. Which is better: fasting for 16 hours and eating for 8, or fasting for 24 hours twice a week? It is just one of the problems that UChicago offers a chance to solve. 

I can also study the new branch it offers that uses farticle physics. It is the science of tracking farticles and how they interact with each other and chemicals in the stomach space. It could give rise to supernovae explosions, turning people into gas giants. It would also teach about the best ways to expel gas and clean the system and prevent stomach space expansion. 

I want to take Fluid dynamics 101, another important course in Gastrophysics; teaching about the importance of water and other fluids in the body, and the most important question: what happens if you try to drink superfluids? 

I hope to do interdisciplinary courses with observational gastrophysicists and work with environmental science majors to track how much methane is given by the human and animal gastrointestinal tract in the atmosphere and how much it contributes to the global climate change. I believe, with the help of courses in date science, they have been able to keep a track of how much methane is entering each day, and they found that during Dec 24-Jan 3 period, a spike in the methane and ethane levels could be seen. Accordingly, algorithms are being programmed to predict the changes all year round. I would love to use my strong mathematical background to explore these algorithms. 

These courses are specially designed by the distinguished faculty of UChicago. Doing interdisciplinary research in collaboration with biological science students to determine what aliens may eat, with fart historians to know more about the intestinal structure of medieval Italians, Japanese, Chinese, Swedish and French people to better their lives is what I look forward to. The Paris study abroad program is an immersion course into fastronomy, where I will have the opportunity to test my self-control with all the amazing French food and desserts around! 

My stomach rumbles now, so I am going out to try out new food – hopefully it will be in Chicago a few months later. 

What the Essay Did Well

This is a fun essay! This student’s voice is present and their goofy personality is especially evident. Not only did they change the name of their major, but this student incorporated word play throughout the essay to showcase their imagination. Phrases like “the big pang of food”, “bite years”, “fastronauts”, and “farticle physics” keep the tone lighthearted and amusing. 

Beyond the humor and creativity that makes the reader chuckle—always a great way to stand out—this student still manages to incorporate aspects of their real intended major that fascinate them. While it might take a little extra connecting the dots to get from gastrophysic to astrophysics courses, the reader still understands what this student wants to study at UChicago and how they might use this knowledge.

While this essay definitely takes some risks, it’s safe to say that they paid off. They are able to delve into their love for astrophysics all while maintaining vivid, engaging language. The writing style is simultaneously playful and mad-scientist-esque. Truly “geeking out” about their interests makes for a great essay.

Even extremely creative essays like this one can always be made stronger. In this case, it would have been nice to get more background on what drew this student to astrophysics (not gastrophysics). We get a sense for their love of trying new foods, but the essay is lacking an explanation that relates to astrophysics. 

Obviously, in an essay about gastrophysics, astrophysics would be out of place. But given this student’s level of creativity, they could have found a punny way to tie their interest in space into the essay. It doesn’t need to be too extensive, but since this effectively serves as UChicago’s “Why This Major?” essay, a strong essay should include more background on why the student wants to pursue their actual major (not the fake one).

Where to Get Your UChicago Essays Edited

Do you want feedback on your UChicago essays? After rereading your essays countless times, it can be difficult to evaluate your writing objectively. That’s why we created our free Peer Essay Review tool , where you can get a free review of your essay from another student. You can also improve your own writing skills by reviewing other students’ essays. 

If you want a college admissions expert to review your essay, advisors on CollegeVine have helped students refine their writing and submit successful applications to top schools. Find the right advisor for you to improve your chances of getting into your dream school!

Related CollegeVine Blog Posts

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