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RE: State Wars - Favorite City of Chicago
Hmm none that I know of specifically that has an "older" crowd, but I'd say some of the bars at Wrigleyville would fit in that category while still being an exciting place to be!
Haha when I say older I mean mid 30's so I don't know if that's considered old in the night-life scene. I've never been much on the nightlife, but I know my wife would enjoy going out sometime is the only reason I ask.
Mid 30's is not old at all for that I wouldn't worry! Wrigleyville is still a ton of fun for all ages 21-60 practically! Especially if its during the baseball season.