300+ Best Chicago Captions For Instagram [Funny, Cute]

Chicago Captions
When you visit Chicago you will find many Chicago pictures. Chicago is a beautiful place to visit. To avoid the hassle of thinking of a caption, I’ve put together this list of the best Instagram captions in Chicago. If you are looking for the best Chicago Captions then this is for you. Because here is a huge list of the best Chicago Captions for you.

One of the best captions can express your attitude through words. But finding the right captions is not an easy task. But don’t worry. We’ve collected the best Chicago Captions for you from a variety of sources over the years. So now you have chosen the best Chicago Captions to like and copy and paste your Chicago pictures on your Instagram, Facebook or any social media very easily with everyone.

Table of Contents

Chicago Captions

You never forget your first day in Chicago
Happiness is…. holding tickets that say Chicago
Follow your heart, even if it takes you all the way to Chicago
A concrete version of paradise
Dear Chicago, I will never get over you
You can leave Chicago, but it will never leave you
Hello Chicago, your lights are fireflies in my heart
I’m just a small-town girl with big-city dreams
Once upon a time, in the enchanted land of Chicago
I love the town, No clocks, No locks, no restriction.
That weekend the city blushed with a great heat wave but on Monday it rained, cooling the ache in the street’s burn.
Small town girls, Big city dreams
Blown away by the Windy City!
I’m Impressed With The People From Chicago. Hollywood Is Hype, New York Is Talk, Chicago Is Work.
somewhere between living and dreaming, there’s a Chicago city
I must confess a shameful secret: I love Chicago best in the cold.
In Chicago, I’m in the Loop.
Theater in Chicago will always be my first love.
Chicago has a strange metaphysical elegance of death about it.
Dogs love Chicago because they get to visit Wiggly Field.
This Chicago caption is pulled from the Jungle and if you’ve never read it, you should definitely add it to your reading list.
Once upon a time in Chicago.
Chicago seems like a big city instead of merely a large place.
Muddy WatersAnywhere in the world you hear a Chicago bluesman play, it’s a Chicago sound born and bred.
Chicago’s neighborhoods have always been the city’s greatest strength.
Hello Chicago, your lights are fireflies in my heart.
You can leave Chicago, but it will never leave you.
Living that Chicago life 🎩
You’d never think of taking a cab if you had to walk a mile down Chicago’s Michigan Avenue.
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 Captions For Instagram

This is the city that I love.
Chicago is the answer no matter what the question
It is wonderful to be here in the great state of Chicago. –Dan Quayle
I had thought Chicago was inevitable, like diarrhea.
The City Done Change Me 😍🥴😆
I love Chicago. It is unique in the world. So much intellect, so many artistic voices it has fantastic potential.
Chicago is a huge metropolitan, cosmopolitan, international and cultured city.
Let me be Frank, this is a tasty dog.
You’d have to be a weir-mixture not to like Chicago Deep Dish.
In Chicago not only your vote counts, but all kinds of other votes-kids, dead folks, and so on. -Dick Gregory
Sweet home Chicago.
Go cubbies, go
Pier pressure brought me here (Navy Pier)
Chicago is an October sort of city even in spring.
You know what they say about Chicago. If you don’t like the weather, wait fifteen minutes.
BIG PLANS ONLY CHICAGO! 😉
I’m impressed with the people from Chicago. Hollywood is hype. New York is talk. Chicago is work.
Going to Chicago was like going out of the world.
Chicago my love, can’t wait to see you again
The windy city.
Welcome To Chicago. This Town Stinks Like A Whorehouse At Low Tide.
I like the feeling of being anonymous in a big city, no one knows me, so it is easier to remember who I am
Cool beans
My kind of town
Either you love Chicago or you are wrong
I have struck a city – a real city and they call it Chicago.
I’m not sure whether I’m liking the life I’m living or living the life I like, but I feel blessed
To be a Cubs fan is both a birthright and a curse.
Theater In Chicago Will Always Be My First Love.
Feels like home 😌🙌🏽🏙💕
We’d speak French like a bunch of high school kids from Chicago, but we’d at least speak French. –Michelle Obama
Once upon a time in Chicago
Theater in Chicago will always be my first love
Chicago, I lake you a lot!
Chicago – windy city.
Gigantic, Willful, Young, Chicago Sitteth At The Northwest Gates.
I Had Thought Chicago Was Inevitable, Like Diarrhea.
Chicago, here we come.
Hunting in Chicago!
Smiling cuz I forgot how much I love watching this city wake up. Forever a Windy City girl 🌃
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

Funny Chicago Captions

Chicago is my hometown and will always have a special place in my heart.
In Some Chicago Neighborhoods, Looking For A Parking Space Is Not Unlike Panning For Gold.
Can finally say I’ve BEAN there, done that.
What has been in the minds of people from years gone past is a new city emerging out of the mists of ambition and imagination at night.
Chicago treated me good 😍😎🖤❤
In Chicago not only your vote counts, but all kinds of other votes-kids, dead folks, and so on.
Chicago Cubs Fans Are Ninety Percent Scar Tissue.
In the twilight, it was a vision of power.
I’d Rather Be A Lamppost In Chicago Than A Millionaire In Any Other City.
Chicago Ain’t No Sissy Town.
Let Me Tell You Something. I’m From Chicago. I Don’t Break.
Chicago’s Neighborhoods Have Always Been The City’s Greatest Strength.
Friends, drinks and Chi-Town
Chicago will give you a chance, the sporting spirit is the spirit of Chicago.
For those who are lost, there will always be cities that feel like home
Anywhere in the world you hear a Chicago bluesman play, it’s a Chicago sound born and bred.
Queen of Chicago
Chicago is the place where every single thing you see tells you the stat!
Moody night in Chicago city.
The streets of reality, Chicago
Wherever you go, go with all you are heart especially if you are in Chicago
Chicago is my favorite city
I am feeling grateful that I get to explore Chicago again
A ray of sunshine in Chicago
A modern city with an old Chicago soul
Never lose an opportunity of seeing anything beautiful in Chicago
Germany Was The Cause Of Hitler As Much As Chicago Is Responsible For The Chicago Tribune.
They do things big, big I tells ya: Mike Ditka big. Michael Jordan big. Bill Murray big. Oprah! It’s one cultural Mount Everest after another.
Either you love Chicago or you are wrong 🖤🌃
It’s 106 miles to Chicago, we’ve got a full tank of gas, half a pack of cigarettes; it’s dark and we’re wearing sunglasses.
Chicago, you look great
You Walk Out Of The Amphitheatre After Watching The Rolling Stones Perform And Suddenly The Chicago Stockyards Smell Clean And Good By Comparison.

Clever Chicago Captions

Chicago Has Disappointed Her Enemies And Astonished The World.
I love Chicago; it is unique in the world. So much intellect, so many artistic voices.
A city is not gauged by its length and width, but by the broadness of its vision and the height of its dreams
Streets of Chicago!
Chicago city, golden hour vibes!
The weather is perfect! 🌁
From the beautiful streets of the windy city
Still lost in the city of Chicago
Enjoying my weekend in Chicago
Chicago is the best
Back in my hometown Chicago!
Going To Chicago Was Like Going Out Of The World.
What a place to put a city, right on the front line of absolute zero. No wonder a cow burned it down. –Mark Helprin
We do know how to grind! We’re the second city in name only. Get after it Chicago!
This city is magical!
Art in Chicago 📷
Chicago is work. We love Chicago.
Chicago will give you a chance, as long as you don’t put ketchup on your hot dog.
Chicago, it’s BEAN real ✌️
I am seven kinds of in love with Chicago, a love so powerful it blots out everything else
Things ain’t so bad in the windy city.
I’ve never been to Chicago before.
Taking cheesy selfies in Chicago.
In Chicago not only your vote counts, but all kinds of other votes are kids, dead folks, and so on.
I’ve been thinking about you Chicago.
Living in the moment, happy days are here 😊
Either you love Chicago or you are wrong.
You never forget your first day in Chicago.
Happiness is…. holding tickets that say Chicago.
I used to want to be a flight attendant; now I just want to be in the air drinking the drinks and taking photos of beautiful Chicago views.
Traveling to different countries and cities make you speechless, and then turns you into a storyteller 💗

Instagram Captions For Chicago Pictures

Chicago dreams coming alive 😍
Damn this city just slays me. Every time.
Who would have thought this would be a place I call home.
I believe falling in-love with a city is just as exciting as falling in love with a person. Your sense become engage and you simply feel more alive. 👍🏻😍
I’ve never bean to Chicago before
I bean thinkin’ about you
Chicago: Bean there, done that
Finally made it to Chicago. It’s a boat time!
In Chicago, I’m in the Loop
I love Chicago, but I’m ready to get the L out of here
A trip to Chicago is an L-evated experience
Chicago you have my heart
All you need is love and skylines
I fell in love, his name is Chicago
Stuck in this Chicago loop
Things ain’t so bad in the windy city
Started from the bottom, now we here (Skydeck)
Big cities can have big hearts too
Somewhere over the rainbow you will find Chicago
Let the city set you free
Dear Chicago, I will never get over you.
Somewhere over the rainbow, you will find Chicago.
Once upon a time, in the enchanted land of Chicago.
Big city, big heart.
Chicago will give you a chance.
This is what home looks like in Chicago 🌃✨
Last stunning capture of the Chicago to finish the day
Getting lost in the windy city!
Create and inspire around Chicago
Nothing prettier than Chicago
Live, love, and die in Chicago
The city I live in is the city of Chicago
Follow your heart, even if it takes you all the way to Chicago.

Check-Out:⇒ NYC Captions For Instagram

Chicago Pictures Captions For Instagram

Chicago let’s do it.
Meet me in Chicago.
Chicago, you look great.
Meet me in Windy City.
Daydreaming in Chicago.
Hell Has Been Described As A Pocket Edition Of Chicago.
Chicago is certainly one-of-a-kind.
When Chicago smiles at you, please, smile back 😃
You cannot stop Chicago.
Stuck in this Chicago loop.
I miss everything about Chicago, except January and February.
Sometimes words are just music themselves. Like ‘Chicago’ is a very musical sounding name.
Going To Chicago Was Like Going Out Of The World…
Chicago you have my heart.
Chicago, where have you been all my life.
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.
Chicago Is Known For Good Steaks, Expensive Stores And Beautiful Architecture.
Make sure to relish the good times in Chicago.
Chicago Is Unique. It Is The Only Completely Corrupt City In America.
Chicago Is An October Sort Of City Even In Spring.
I Must Confess A Shameful Secret: I Love Chicago Best In The Cold.
Chicago seems a big city instead of merely a large place.
Chicago Has A Strange Metaphysical Elegance Of Death About It.
Chicago is not the most corrupt American city. It’s the most theatrically corrupt.
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.
Chicago does not go to the world, the world comes to Chicago!
Finally made it to Chicago. It’s boat time.
Chicago stole a pizza in my heart.
I love Chicago, but I’m ready to get the L out of here.
Chicago is like a snake that sheds its skin every thirty years or so and puts on a new coat to conform to a new reality.
Chicago sun on my face and wind in my hair. Loving it here! 😍♥️

Incredible Chicago Captions For Instagram

The best food is in Chicago. There are great restaurants everywhere, from fancy places to burger joints.
I must confess a shameful secret. I love Chicago best in the cold.
Feelings come and go like clouds in the windy city
Never seen something like Chicago before.
Views from the windy city
Get blown away by the sights of the windy city
I adore Chicago in the pulse of America
From one of my favorite places in Chicago
Postcard from Chicago
East or West Chicago is the best
Chicago is tough so are you
Capturing the best moment in Chicago
Chicago floats my boat.
There’s no place like Chicago.
But Chicago is a great American city. Perhaps it is the last of the great American cities.
Welcome to Chicago, boys 😃
A facade of skyscrapers facing a lake and behind the facade, every type of dubiousness.
Just some beanie babies
Eventually, I think Chicago will be the most beautiful great city left in the world.
No Realistic, Sane Person Goes Around Chicago Without Protection.

Check-Out:⇒ Los Angeles Captions For Instagram

Best Chicago Captions

I adore Chicago. It is the pulse of America.
But When I Go To Chicago, I Know I’m Home.
They say that a good city tells a story, I must say, Chicago is a great storyteller
Chicago is constantly auditioning for the world, determined that one day, on the streets of Barcelona, in Berlin’s cabarets, in the coffee shops of Istanbul, people will know and love us in our multidimensional glory, dream of us the way they dream of San Francisco and New York.
I Adore Chicago. It Is The Pulse Of America.
Life’s better by the lake
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?
Chicago, where have you bean all my life
I’m in love with cities, I’ve never been to and people I’ve never met.
Could Anything Be More Indicative Of A Slight But General Insanity Than The Aspect Of The Crowd On The Streets Of Chicago?
Sometimes words are just music themselves. Like Chicago is a very musical sounding name.
It is the most perfect presentation of nineteenth-century individualistic industrialism I have ever seen. Chicago is one hoarse cry for discipline.
Despite everything, it was good in Chicago
Finally, I found the pretty one in Chicago
Nothing but Chicago
Just look at this called the windy city
Just kicking it at the Chicago
Up in the air like dreams, I don’t remember
The windy city is in my back pocket
Made in Chicago!
Look of today: Chicago
From a city that shines day and night, Chicago
In a world filled with crazy, I hope you choose to live in Chicago
Miss the time in Chicago!
Chicago makes me feel some type of way
Every corner of this city is so pretty 😍 That I just can’t help but stop and click ♥️
Dear Chicago, I miss you and come back soon
Chicago, though, is the Big Daddy. Not more corrupt, just more theatrical, more colorful in its shadiness.
Chicago does not go to the world, the world comes to Chicago.
Happiness is a choice that requires effort at times

Amazing Chicago Captions

Chicago stole a pizza my heart.
Chicago – a pompous Milwaukee.
Chicago Is The Product Of Modern Capitalism, And, Like Other Great Commercial Centers, Is Unfit For Human Habitation.
First adventures in Chicago are impossible to forget.
Going to Chicago was like going out of the world 💫
Anywhere in the world you hear a Chicago bluesman play, it’s a Chicago sound born and bred. ―Ralph Metcalfe
We’re Chicago We Can Do Anything, Damn It.
I never sausage a beautiful hot dog!
Chicago Will Give You A Chance. The Sporting Spirit Is The Spirit Of Chicago.
Big cities can have big hearts.
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.
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.
Loving Chicago Is Like Loving A Woman With A Broken Nose.
Chicago food is a weiner!
I adore Chicago, it is the pulse of America.
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.
I’d rather be a lamppost in Chicago than a millionaire in any other city.
Chicago is magical
Wish I can embrace happiness forever in Chicago!
The sunset life is good in Chicago
Good morning, Chicago
Its a difficult world but not in Chicago
Life in Chicago!
Alone in Chicago!
sitting, waiting, wishing….
Wonderful Chicago view at the evening
It is wonderful to be here in the great state of Chicago.
I am an organic Chicagoan. Living there has given me a multiplicity of characters to aspire for. I hope to live there the rest of my days.
A trip to Chicago takes quite a bit of dough.
When you’re good to Mama, Mama’s good to you.
Chicago is calling and I must go.
I fell in love, his name is Chicago.

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