ANDY! wrote:

I would say Chicago. Looking at all the leagues logos, I realize that the most iconic ones are for the Chicago teams, the most prominent ones being the Bulls and the Blackhawks. The Bears have another timeless look with their script C that will also be part of them forever. The Cubs and White Sox always just look classy and slick, once again donning pretty timeless looks. I’d be surprised if any of Chicago’s big 4 teams change their look anytime soon.

Agree 100%, I'm also biased here. Uniform wise you can make the case Chicago is the best dressed too. Cubs & Sox both have great home sets with the pinstripes, Bears & Bulls uniforms are iconic, and the Blackhawks have arguably the best in the NHL. I know a lot of people gush over the 80's White Sox, but their current set IMO is the best one they've ever had. If the Cubs could make changes to their away and alternate uniforms, they'd have a great uniform set.