Awe-Inspiring 69+ Chicago Captions For Instagram Pictures UPDATED

What makes Chicago so special, many things are exclusively available in the city of Chicago such as a top-rated museum, architecture, and a lot more. Here are 67+ Chicago Captions For Instagram that is awesome for social media pics.

Chicago Captions For Instagram

Chicago is a top-rated city to explore, some popular things the city is known for, jazz music, Chicago-style pizza Maxwell Street Polish Sausage & more.

Are you planning a trip to Chicago? Then you need some handy or ready to use Chicago City Captions & Quotes that make your trip more enjoyable and fun, also share your beautiful pic with your followers on social media.

Chicago Caption

  • Chicago – windy city.
  • Keep calm and go to Chicago.
  • A facade of skyscrapers facing a lake and behind the facade, every type of dubiousness.
  • A lot of real Chicago lives in the neighborhood taverns. It is the mixed German and Irish and Polish gift to the city, a bit of the old country grafted into a strong new plant in the new.
  • Anywhere in the world you hear a Chicago bluesman play, it’s a Chicago sound born and bred.
  • Big cities can have big hearts.
  • Billy Flynn: I don’t like to blow my own horn, but believe me if Jesus Christ had lived in Chicago today and if he had five thousand dollars and he’d come to me, lets just say things would have turned out differently.
  • But Chicago is a great American city. Perhaps it is the last of the great American cities.
  • Caught a rooftop fever
  • Chi like you a lot
  • Chicago – windy city.
  • Chicago ain’t no sissy town.
  • Chicago divided your heart. Leaving you loving the joint for keeps. Yet knowing it never can love you.
  • Chicago does not go to the world, the world comes to Chicago!
  • Chicago is a city of contradictions, of private visions haphazardly overlaid and linked together. If the city was unhappy with itself yesterday-and invariably it was-it will reinvent itself today.
  • Chicago is an October sort of city even in spring.
  • Chicago is my hometown and will always have a special place in my heart.
  • Chicago seems a big city instead of merely a large place.
  • Chicago still remains a Mecca of the Midwest—people from both coasts are kind of amazed how good life is in Chicago, and what a good culture we’ve got. You can have a pretty wonderful artistic life and never leave Chicago.
  • Chicago, where have you bean all my life
  • Chicago, you look great
  • Chicago’s neighborhoods have always been the city’s greatest strength.
  • Cindy? I know her (Cindy’s rooftop / rooftop bars)
  • Come and show me another city with lifted head singing so proud to be alive and coarse and strong and cunning…proud to be Hog Butcher, Tool Maker, Stacker of Wheat, Player with Railroads and Freight Handler to the Nation.
  • Cool beans
  • Could anything be more indicative of a slight but general insanity than the aspect of the crowd on the streets of Chicago?
  • Current mood: taking this summer to new heights
  • Either you love Chicago or you are wrong
  • Either you love Chicago or you are wrong.
  • Eventually, I think Chicago will be the most beautiful great city left in the world.
  • Everyone here seems to appreciate the sunshine way more than we do in California. We tend to take it for granted, but in Chicago, it’s like Woodstock love every time it gets above 70 degrees.
  • Friends, drinks and Chi-Town
  • Give them the old razzle dazzle.
  • Go cubbies, go
  • Going to Chicago was like going out of the world…

Captions For Chicago

  • Hell has been described as a pocket edition of Chicago.
  • I adore Chicago. It is the pulse of America.
  • I can’t do it alone.
  • I flew the W
  • 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.
  • I got assaulted by Tarpon at Robbies in the Florida Keys!
  • I have stuck in a city – a real city – and they call it Chicago… Having seen it, I urgently desire never to see it again… It is inhabited by savages.
  • I just wanted to see every single musical I could. The very first one I saw was ‘Beauty and the Beast’, the only one I could get tickets for, and then ‘Les Miserables’ and then ‘Chicago’.
  • I love Chicago; it is unique in the world. So much intellect, so many artistic voices – it has fantastic potential (as an Olympic candidate).
  • I miss everything about Chicago, except January and February.
  • I should shoot 2 warning shots into my husband’s head if he pops that gum one more time.
  • I think that’s how Chicago got started. A bunch of people in New York said, ‘Gee, I’m enjoying the crime and the poverty, but it just isn’t cold enough. Let’s go west.
  • I’d love to do a film like ‘Chicago’. Something musical because I’ve obviously come from that background.
  • I’d rather be a lamppost in Chicago than a millionaire in any other city.
  • I’m impressed with the people from Chicago. Hollywood is hype. New York is talk. Chicago is work.
  • If you can’t be famous, be infamous.
  • In the twilight, it was a vision of power.
  • It is the most perfect presentation of nineteenth-century individualistic industrialism I have ever seen. Chicago is one hoarse cry for discipline.
  • It would be criminal to miss it.
  • It’s one of the greatest cities on the planet. My heart beats differently when I’m in Chicago. It slows down and I feel more at ease.
  • It’s rooftop season
  • Just some beanie babies
  • Keep calm and go to Chicago.
  • Let me tell you something. I’m from Chicago. I don’t break.
  • Let’s sit on a rooftop at 2 a.m. and talk about life
  • Life’s better by the lake

Chicago Captions For Instagram

  • Loving Chicago is like loving a woman with a broken nose.
  • My favorite way to rise above the BS? Rooftops
  • My kind of town.
  • 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?
  • P.S. I love Chicago.
  • Perhaps the most typically American place in America.
  • Pier pressure brought me here (Navy Pier)
  • She knew there was a big Chicago far off, where all the trains ran.
  • So, if you’ve got something to say, say it from the rooftops
  • Sometimes words are just music themselves. Like ‘Chicago’ is a very musical sounding name.
  • Started from the bottom, now we here (Skydeck)
  • Stay away from jazz and liquor; and the men who play for fun.
  • Stuck in this Chicago loop
  • Sweet home Chicago.
  • That weekend the city blushed with a great heat wave but on Monday it rained, cooling the ache in the street’s burn.
  • The windy city.
  • Theater in Chicago will always be my first love.
  • There’s no place like Chicago.
  • There’s only one thing for Chicago to do, and that’s to move to a better neighborhood.
  • Things aint so bad in the windy city
  • This is the city that I love.
  • Tuck Frump (trump towers)
  • When you’re good to Mama, Mama’s good to you.
  • You know what they say about Chicago. If you don’t like the weather, wait fifteen minutes.
  • You’d never think of taking a cab if you had to walk a mile down Chicago’s Michigan Avenue.

Chicago City Captions

Chicago City Captions
  • Chicago’s Neighborhoods Have Always Been The City’s Greatest Strength.
  • I’d Rather Be A Lamppost In Chicago Than A Millionaire In Any Other City.
  • Let Me Tell You Something. I’m From Chicago. I Don’t Break.
  • The Most Beautiful Modern City In The World Is Chicago. I Always Visit The Art Institute, Walk On Lake Shore Drive And Take The Architecture Boat Ride. The Chicago Tribune Building Is One Of My Favorites.
  • But When I Go To Chicago, I Know I’m Home.
  • Going To Chicago Was Like Going Out Of The World…
  • We’re Chicago We Can Do Anything, Damn It.
  • I Love Chicago; It Is Unique In The World. So Much Intellect, So Many Artistic Voices  It Has Fantastic Potential (As An Olympic Candidate).
  • It’s One Of The Greatest Cities On The Planet. My Heart Beats Differently When I’m In Chicago. It Slows Down And I Feel More At Ease.
  • And Then When I Went To Chicago, That’s When I Had These Outer Space Experiences And Went To The Other Planets.
  • I’m Impressed With The People From Chicago. Hollywood Is Hype, New York Is Talk, Chicago Is Work.
  • Theater In Chicago Will Always Be My First Love.
  • I Adore Chicago. It Is The Pulse Of America.
  • Germany Was The Cause Of Hitler As Much As Chicago Is Responsible For The Chicago Tribune.
  • In Chicago, We May Not Think The Picasso Presiding Over The Richard J. Daley Center Plaza Is Art, But We Know It’s A Big Picasso And It’s The City’s Picasso, And When The Cubs Made The Play-Offs, The Sculpture Wore A Baseball Cap Just Like Everything Else.
  • Chicago Ain’t No Sissy Town.
  • Maybe We Can Show Government How To Operate Better As A Result Of Better Architecture. Eventually, I Think Chicago Will Be The Most Beautiful Great City Left In The World.
  • It Is The Most Perfect Presentation Of Nineteenth-Century Individualistic Industrialism I Have Ever Seen. Chicago Is One Hoarse Cry For Discipline.
  • There’s Only One Thing For Chicago To Do, And That’s To Move To A Better Neighborhood.
  • You Walk Out Of The Amphitheatre After Watching The Rolling Stones Perform And Suddenly The Chicago Stockyards Smell Clean And Good By Comparison.
  • Could Anything Be More Indicative Of A Slight But General Insanity Than The Aspect Of The Crowd On The Streets Of Chicago?
  • Chicago Is The Product Of Modern Capitalism, And, Like Other Great Commercial Centers, Is Unfit For Human Habitation.
  • That’s Great Advertising When You Can Turn Chicago Into A City You’d Want To Spend More Than Three Hours In.

Chicago Quotes For Instagram

  • It is wonderful to be here in the great state of Chicago. –Dan Quayle
  • Chicago has so much excellent architecture that they feel obliged to tear some of it down now and then and erect terrible buildings just to help us all appreciate the good stuff. –Audrey Niffenegger
  • In Chicago not only your vote counts, but all kinds of other votes-kids, dead folks, and so on. -Dick Gregory
  • I had thought Chicago was inevitable, like diarrhea. –John Varley
  • What a place to put a city, right on the front line of absolute zero. No wonder a cow burned it down. –Mark Helprin
  • Here is the difference between Dante, Milton, and me. They wrote about hell and never saw the place. I wrote about Chicago after looking the town over for years and years. –Carl Sandburg
  • Chicago is not the most corrupt American city. It’s the most theatrically corrupt. -Studs Terkel
  • 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 has a strange metaphysical elegance of death about it. -Claes Oldenburg
  • Let me tell you something. I’m from Chicago. I don’t break. –Barack Obama
  • One of the problems with people in Chicago, she remembered, was that they were never lonely at the same time. –Lorrie Moore
  • To be a Cubs fan is both a birthright and a curse. –Jason Diamond
  • We’d speak French like a bunch of high school kids from Chicago, but we’d at least speak French. –Michelle Obama
  • Chicago is an October sort of city even in spring. –Nelson Algren
  • I must confess a shameful secret: I love Chicago best in the cold. –Erik Larson
  • You’re not going to like it in Chicago. The wind comes howling in off the lake and gosh only knows if they ever heard of lobster Newburg. -Orson Welles

Chicago Puns For Instagram

  • A day at Lake Michigan buoys my spirits!
  • A trip to Chicago is an L-evated experience.
  • A trip to Chicago takes quite a bit of dough.
  • Blown away by the Windy City!
  • Chicago floats my boat.
  • Chicago food is a weiner!
  • Chicago stole a pizza my heart.
  • Chicago, I lake you a lot!
  • Chicago: Bean there, done that.
  • Dogs love Chicago because they get to visit Wiggly Field.
  • Finally made it to Chicago. It’s a boat time!
  • Having a Fields day.
  • I love Chicago, but I’m ready to get the L out of here.
  • I never sausage a beautiful hot dog!
  • In Chicago, I’m in the Loop.
  • Lake hair, don’t care.
  • Lake Michigan is pretty Great.
  • Let me be Frank, this is a tasty dog.
  • Let minnow if you want to spend the day at Lake Michigan!
  • Make sure to relish the good times in Chicago.
  • Slice, Slice baby!
  • Taking cheesy selfies in Chicago.
  • The best views in Chicago are at Navy Peer.
  • What you talkin ’bout Willis Tower?
  • You’d have to be a weir-mixture not to like Chicago Deep Dish.

READ: BEST City Captions For Instagram Pictures

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