>became known as the windy City because the politicians were long winded...

Not because they were long winded, but because they were supposedly called windbags in a NYC press editorial! A wingbag is someone who talks at length but says little of value. NYC and Chicago were competing against each other to host the World Fair and the Chicago advocates were derided in that editorial as being wingbags. But, the World Fair theory is more like an apocryphal story. Even before the World Fair's shenanigans, Chicago politicians (and residents) had a reputation for being full of hot air, and that's a theory for the Windy City moniker that holds more water.