the windy city 

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."

the windy city by bribs July 8, 2006

the windy city 

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.

the windy city by Abbott Brooks January 28, 2004

The Windy City Assassin 

Derrick Rose, Former Bulls (soon to be) Hall of Famer was given this nickname in the 9 Years he was playing With the Chicago Bulls. Derived from the nickname of Chicago 'Windy City'

(Also given nicknames 'Pooh' and 'D-Rose)

John: Hey did you watch The Windy City Assassin, Derrick Rose drop 44 Last night against the Atlanta Hawks?

Anthony: Yes! He's definetely going to be MVP this Season.

The Windy City Assassin by 3ToWon December 13, 2020