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Windy City

Chicago is the Windy City because of the breezes from Lake Michigan.

Also, this was sent in from a reader:
Everyone thinks that Chicago is referred to as the Windy City because of the howling northeast winds that can blow across the city off of our Lake Michigan, and yeah--those winds are something else, nasty as can be!! But hey, stick around for a few minutes and the weather just might change. The real meaning to the term is due to the big mouth politicians that reside in and control this city. Though the term was put into use at the turn of the 20th century, it is still so very true today.

Another site visitor sent us this:
You communicant regarding “Windy City” being related to politics is propagating an urban legend. Your original description is correct. Originally, wind was not such a problem that we were unique—Toronto comes to mind—but once the high-rise monuments to architectural genius began to collect side-by-side, the wind tunnels generated caused gusts of wind to pummel pedestrians on the sidewalks, ergo, Windy City .