The earliest known reference to the "Windy City" was actually to Green Bay in 1856.
11d 18h ago by lemmy.world/u/Patnou in til from en.wikipedia.org
The name for Chicago was made up for the world's fair exhibition to make it sound like having it in the summer pre-air conditioning would be tolerable.
Having grown up in Chicago, i was always told Chicago was "The Windy City" Not because of weather/breeze, but because the politicians were known for blowing hot air.