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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.

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

It features a stellar lineup including guitarist Jeff Parker, who had recently relocated from the Windy City to Los Angeles, as well as bassist Ben Shepherd and vibraphonist Justin Thomas.

From The Wall Street Journal • Oct. 21, 2025

The lake makes it windy, hence its appellation: the Windy City.

From "Orphan Train" by Christina Baker Kline