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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:

In 2017, “The Hills” alum and her now-ex-husband, former Chicago Bears quarterback Jay Cutler, left the Windy City in pursuit of a “great place” to raise their family.

From MarketWatch ● Oct. 16, 2026

It’s as if the Windy City were suddenly known for mild winters and thin-crust pizza.

From The Wall Street Journal ● Sep. 14, 2026

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

From BBC ● Jan. 17, 2026

Northwestern’s lakeside stadium might qualify Evanston, Ill., as the Windy City given the strong gusts that have changed the trajectory of passes.

From Los Angeles Times ● Sep. 25, 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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