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Windy City

American  

noun

  1. Chicago, Ill. (used as a nickname).


Windy City British  

noun

  1. informal Chicago, Illinois

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Usage

What does Windy City mean? Windy City is a popular nickname for Chicago, Illinois. How is Windy City pronounced?[ win-dee sit-ee ]

Etymology

Origin of Windy City

First recorded in 1855–60

Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

See Examples For:

It just gives you a funny feeling that they've got something special rolling in the Windy City.

From BBC Jan. 17, 2026

It’s a charming barrio, and it’s been under siege, like many other neighborhoods in the Windy City.

From Los Angeles Times Nov. 9, 2025

The couple, who wed in 2023, have been splitting their time between the Windy City, where they now have a home, and Texas, where Biles is originally from.

From MarketWatch Oct. 23, 2025

Cheryl Wolf, 57, a certified public accountant in Chicago who moved to the Windy City from Texas, said the aggressive immigration enforcement is unsettling.

From The Wall Street Journal Oct. 8, 2025

She’s had her fun, her little party, all those distractions in the Windy City, but there are a lot of miles of farmland in between Illinois and Pittsburgh.

From "A Heart in a Body in the World" by Deb Caletti

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