Re Dyiu13’s comment: Good call. If this is of critical importance, I would suggest the following alignments …
Broadly speaking, hipster would align with Wicker Park / Bucktown / Ukrainian Village (though parts of Wicker Park are getting more upscale as we speak and “siphoning off” some who might have gone to Lincoln Park in the past).
Bro is a little more Lincoln Park (DePaul specifically) and Lakeview (Wrigleyville specifically).
Urbane would align with River North, possibly Streeterville.
Gay would lead to Boystown (though my daughter is moving there and she is a straight female - it just is particularly gay-friendly).
Having said that, those are general tendencies / alignments, not rules written in stone.