Must visit: Violet Hour
Wicker Park’s hidden Violet Hour is a dark, sumptuously appointed retreat from the harsh world outside, attended by nattily dressed barkeeps who exhibit a balletic facility with jigger, shaker, and glass.—Mike Sula
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Must visit: Tac’s Lounge
5114 S. Prairie Ave., 773-536-2500
“Who you looking for?” I was asked upon stepping into this dimly lit Washington Park establishment, the first sign that it doesn’t attract too many outsiders. But after I said I just wanted a beer, I was welcomed in, and within minutes I was introduced to nearly everybody in the place.—Mick Dumke
Runner-up: Reese’s Lounge
1827 W. 87th, 773-238-1993
With two blue bars on either side of a narrow room, and mirrored walls and blue bar stools and just the right amount of neon, Reese’s is embarrassingly comfortable. Beer was cheap; cocktails went unsampled but looked like they would do the trick.—Sam Worley
Runner-up: Jeffery Pub
7041 S. Jeffery, 773-363-8555
A venerable old south-side institution, the Jeffery Pub is a gay bar just off the tail end of Lake Shore Drive. We stumbled into the middle of what might’ve been a birthday party, on a Sunday afternoon, when the place was packed with extremely fancy lesbians with thoughtful hair and excellent dance moves. Patrons drank brightly colored cocktails out of pitchers, and the emcee was bent on getting everybody riled up.—Sam Worley
Find more south-side bars.