954 W Belmont Ave
By virtue of being open until 4am, it’s already got a leg up on the late-night scene, but its all-inclusive, extra-freaky, gender-bending drag shows and dance parties bring in all types of people, and in droves.
3258 N Sheffield Ave
One of the original beer bars in the city, sprawling (if you count the ample outdoor area) Sheffield's has three bars, one of which, Beer School, offers up a special tap list. Altogether though, there's an impressive list of 45 drafts, 112 bottles, and 16 cans.
1300 W Addison St
This is THE bar for board games -- Monopoly, Scrabble, Trivial Pursuit, Sorry! -- because such a thing exists. The microbrews aren't bad, either, though.
Carrie Dennis is an associate editor for Thrillist and once played Connect Four for nine hours straight. Follow her on Twitter @CarrrieDennnis.