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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

Florian Wirtz, Alexander Isak and Ryan Gravenberch have already arrived in the Windy City and start training on Sunday.

From BBC ● Jul. 26, 2026

They’ve become the fall soundtrack of the Windy City to the point organizers are holding “Whistlemania” events to hand them out by the thousands.

From Los Angeles Times ● Nov. 9, 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

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