Chicago is one of the world’s most popular cities. Chicago is well-known for its history, cuisine, culture, professional sports teams, and climate. Because Chicago is one of the world’s most Instagrammable cities, I’ve compiled a list of the best Chicago captions and quotes that will inspire you to visit the third-most populous city in the United States.
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Funny Quotes About Chicago
Chicago is a city of great words. It’s a place where people like to say things that make you laugh, and make you think. But sometimes those words can get lost in the shuffle. Sometimes, you just want to know what your favorite local meme is going to be before it becomes popular. Let’s enhance your Instagram photo with some amusing captions. You’re going to find what you’re looking for in this collection of funny Chicago captions.
- The Windy City, where the sky is the limit.
- Chicago, where the architecture takes your breath away.
- Feeling alive in the city that never sleeps.
- Loving life in the city of big shoulders.
- The city that gave me my start and my heart.
- From the beaches to the skyscrapers, Chicago has it all.
- Chicago, where the food is always worth the wait.
- Finding my place in the city that never stops moving.
- Making memories in the city by the lake.
- Chicago, where the culture runs deep and the music never stops.
- Chicago, where the city meets the lake.
- Feeling at home in the Windy City.
- The energy of Chicago is unmatched.
- Chicago, a city with endless possibilities.
- The beauty of Chicago never ceases to amaze me.
- The vibrant culture of Chicago is worth exploring.
- Chicago, where the food and the music are always on point.
- The charm of Chicago is contagious.
- Feeling grateful to call Chicago home.
- The skyline of Chicago is a sight to behold.
- In Chicago not only your vote counts, but all kinds of other votes-kids, dead folks, and so on. -Dick Gregory
- You know what they say about Chicago. If you don’t like the weather, wait fifteen minutes.— Ralph Kiner
- Let me tell you something. I’m from Chicago. I don’t break. —Barack Obama
- I give you Chicago. It is not London and Harvard. It is not Paris and buttermilk. It is American in every chitling and sparerib. It is alive from snout to tail. -H. L. Mencken
- Chicago is not the most corrupt American city. It’s the most theatrically corrupt. -Studs Terkel
- Chicago has a strange metaphysical elegance of death about it. -Claes Oldenburg
- It is wonderful to be here in the great state of Chicago. –Dan Quayle
- What a place to put a city, right on the front line of absolute zero. No wonder a cow burned it down. –Mark Helprin
- I had thought Chicago was inevitable, like diarrhea. –John Varley
Chicago Travel Puns
Chicago is the city of broad shoulders and deep-dish pizza, but it’s also the city of great puns. If you’re looking for some Chicago travel puns for Instagram, you’ve come to the right place! A few puns to help you improve your Instagram game. Here is a list of Chicago travel puns, have a look.
- Chicago floats my boat.
- Chicago: Bean there, done that.
- The best views in Chicago are at Navy Pier.
- What you talkin ’bout Willis Tower?
- Dogs love Chicago because they get to visit Wiggly Field.
- Having a Fields day.
- I love Chicago, but I’m ready to get the L out of here.
- In Chicago, I’m in the Loop.
- A trip to Chicago is an L-evated experience.
- Finally made it to Chicago. It’s boat time!
- Blown away by the Windy City!
Chicago Quotes
There are some days when you just can’t seem to come up with the right words to post on your Instagram pictures. Please find below some amazing Chicago quotes that can be used as captions if you wish to use them in your photos or videos.
- You know what they say about Chicago. If you don’t like the weather, wait fifteen minutes.— Ralph Kiner
- One of the hallmarks of Chicago is that we do so many things in an original manner. What other city has made a river flow backwards? What other city makes traffic flow backwards?” — Mike Royko
- I’d rather be a lamppost in Chicago than a millionaire in any other city. — William A. Hulbert
- This Chicago caption is pulled from The Jungle–and if you’ve never read it, you should definitely add it to your reading list!
- Chicago seems like a big city instead of merely a large place. — A.J. Liebling
- Eventually, I think Chicago will be the most beautiful great city left in the world.” — Frank Lloyd Wright
- In the twilight, it was a vision of power. — Upton Sinclair
- Going to Chicago was like going out of the world… — Muddy WatersAnywhere in the world you hear a Chicago bluesman play, it’s a Chicago sound born and bred.— Ralph Metcalfe
- You’d never think of taking a cab if you had to walk a mile down Chicago’s Michigan Avenue. — Helmut Jahn
- I love Chicago; it is unique in the world. So much intellect, so many artistic voices – it has fantastic potential (as an Olympic candidate).— Jerome Sans
- Theater in Chicago will always be my first love — William Petersen
- I’m impressed with the people from Chicago. Hollywood is hype. New York is talk. Chicago is work.— Michael Douglas
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Puns About Chicago Food
If you’re from Chicago, you know that the city’s food is one of its best features. But sometimes you just want to take a break from the heavy, deep-dish pizza and hot dogs that can make up a meal in this city. That’s why we’ve compiled some puns about Chicago food for your Instagram! Here is a list of captions for all of your amusing moments that you can use to accompany your delicious Chicago food photographs.
- Taking cheesy selfies in Chicago.
- Let me be Frank, this is a tasty dog.
- A trip to Chicago takes quite a bit of dough.
- I never sausage a beautiful hot dog!
- Chicago stole a pizza in my heart.
- Chicago food is a weiner
- Slice, Slice baby!
- You’d have to be a weir-mixture not to like Chicago Deep Dish.
- Make sure to relish the good times in Chicago.
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Meet Biju Debnath, the founder and editor of Swag Captions. He started the blog in 2019 and continues to manage it to this day. With over 5 years of experience writing social media captions, he has been successful in making this blog the largest free Instagram Caption provider site in the industry.