Chicago has some big attitudes and some great quotes to go along with it! You will find many of the best Chicago captions for Instagram in this post. If you want to caption your travel photos or are looking for some inspiring quotes about Chicago then you are in the right place! These Chicago captions capture the sense of place, whether the views, the skyline, the baseball or the strength of the city.
Below you will find some funny, romantic, inspirational, and entertaining Chicago Instagram captions!

Best Chicago Captions for Instagram
Bright lights and Chicago nights.
Chicago is calling and I must go.
Life is better in Chicago.
I wonder if Chicago misses me too.
Im just a small-town girl with big city dreams.
all you need is love and the Chicago skyline.
Chicago does not go to the world, the world comes to Chicago!
Chicago, lets do it.
Keep calm and go to Chicago.
Chicago is always a good idea.
A bad day in Chicago is still better than a good day anywhere else.
I left my heart in Chicago.
Let the city set you free.
Chicago: bean there, done that.
Blown away by the windy city.
Slice slice baby
Chicago stole a pizza my heart.
Funny Chicago captions and puns for Instagram
Chicago food is a weiner!
Chicago, where have you bean all my life!
I love Chicago, but I’m ready to get the L out of here!
Make sure to relish the good times in Chicago.
Chicago, I lake you a lot!
Lake Michigan is pretty great
More Captions and Quotes about Chicago
So, if you’ve got something to say, say it from the rooftops!
Things aint so bad in the windy city.
We’re Chicago, we can go anything damn it!
Let me tell you something. Im from Chicago. I don’t break – Barack Obama
You know what they say about Chicago, you don’t like the weather, wait fifteen minutes – Ralph Kiner
Id rather be a lamppost in Chicago than a millionaire in any other city – William A Hulbert
I adore Chicago. It is the pulse of America. – Sarah Bernhardt
Theatre 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
I miss everything about Chicago, except January and February – Gary Cole
To be a Cubs fan is both a birthright and a curse. –Jason Diamond
I hope you have enjoyed these popular and unique Chicago insta captions and have found exactly what you are looking for! You may also want to check out these related captions posts: train captions, smile captions, nature captions, rainbow captions, tree captions, nature captions, night captions, sunset captions, vacation captions, good morning captions.
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Planning a trip to Chicago?
Accommodations: booking.com is my favorite choice to browse and book hotels.
Tours and Activities? Get Your Guide and Viator offer no hassle booking and have lots of skip-the-line passes as well as unique tours you may not know even exist.

Lindsay Nieminen hails from Vancouver, Canada and shares her love of travel on this website. She is passionate about showing others that they should not put off traveling the world just because they have young children or are single parents. She aims to encourage them to seek out adventure, whether it is at home or abroad by providing information on how just about everywhere can be a destination to explore as a family.