As you already may know, "the windy city" was actually a phrase used by the city of Chicago to promote their breezey beaches. LATER, a writer for the New York times used it as an insult for the boastful manner of Chicagoans during the world's fair. It has also been used to describe their politicians, whose lies and false promises have lead people to say they are "full of wind."
So if a know-it-all tool says to you, "You know, Chicago isn't called 'the windy city' because it's windy," you can say, "Fuck you. Yes it is."
by bribs July 9, 2006
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Chicago is the windy city. Most people think it's called the windy city because it's so cold during the winter. The nickname originally came about during the 1850 world's fair which was held in Chicago. News spread to New York City from Chicagoans about how grand the world's fair was. Thus, the New Yorkers called Chicago the "Windy City" because of how Chicagoans bragged about the fair and how fast the word got around.
I'm ghetto but I'm informed. I'm from the Windy city.
by Abbott Brooks January 29, 2004
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Nickname of Chicago, the best city in the world.
I'm coming back to the Windy City!
by Lloyd D December 10, 2003
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nickname for chicago

Orgin:late 1800's

place not really windy. in the late 1800 It was coined in a newspaper to give it a bad name just so an annual grand carnival could redirect to new york instead.

Nickname just stuck and is used alot now.
"Windy City!! What's Up CHI TOWN!!!"
by LeC2 May 9, 2003
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Nickname of Chicago, Illinois. Most tourists to the city don't understand why it's called "the windy city". The reason is because of the politicians.
I represent da windy city, aka CHI-Town
by Jollai Lama June 1, 2007
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When a girl from Chicago farts on your dick
Mark banged some girl from Chicago and she gave him a taste of the windy city
by Tarvish February 26, 2019
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What tourists call Chicago, even though it draws snide looks from us natives.
Tourist: Golly! Now I know why they call this the Windy City.
Chicagoan: Oh, Jesus...
by matas August 10, 2006
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