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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:

The couple chose the Jackson Park neighbourhood on the South Side for the 19.3-acre campus, near their Windy City home ahead of moving to the White House.

From BBC Jun. 18, 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

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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