‘Windy City’ could easily refer to the chill weather blowing in from Lake Michigan, but it most likely has a less obvious origin. In the late 19th century, Chicago regularly played host to major political conventions, and quickly gained a reputation for both its loquacious politicians and boastful citizens, who loved to proclaim their hometown’s status as the undisputed “Metropolis of the West”. In other words, it became known as, quite literally, a city of windbags, a derisive term which, over time, has been adopted with pride.