when i lived in chicago i didn't ride fixed, but i do miss riding my singlespeed around there. lots of cars, but it's extremely flat, has lots of great shops/bike culture, and seemed pretty unpretentious. seems like i did get in lots of shouting matches with suvs while riding from pilsen to the loop on my way to school, but i sort of chalk that up to me dealing with a lot of personal demons at the time...
and, you know, suv drivers tend to be kind of daft.