Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, May 29, 2027
International Mr. Leather 2027 runs May 29 – June 2. Expect the contest weekend, the leather market and the host-hotel parties. IML runs over Memorial Day weekend, which falls on May 31 in 2027. We add the full schedule, parties and venue details to this page as organizers publish them.
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Wed, Aug 26
9 PM - 2 AM
Sidetrack, Chicago
Monthly Wednesday night dance party at Sidetrack featuring Dua Lipa and Ariana Grande hits. Gay video dance party in Chicago's welcoming venue.
Monthly
Wed, Aug 26
9 PM - 1 AM
Jackhammer, Chicago
Weekly Wednesday karaoke at Jackhammer in Rogers Park. High-energy performances, $4 well drinks, and a bold queer community. Hosted by Tim Bell.
Weekly
Wed, Aug 26
9 PM - 2 AM
Splash, Chicago
Weekly Wednesday drag competition at Splash Chicago hosted by Miss Toto and Ann Arquía. No eliminations, fierce performances, and a winning prize package.
Weekly
Wed, Aug 26
9 PM - 2 AM
Replay Lakeview, Chicago
Weekly gay karaoke night in Boystown. Sign-ups at 9 PM, $6 drafts, $7 cocktails, half-off wine. Hosted by Niko at Replay.
Monthly
Wed, Aug 26
11 PM - 4 AM
Charlie's, Chicago
Weekly Wednesday gay male revue and go-go show at Charlie's Chicago. Hosted by Sapphire Feliciano with DJ Lightning. Country-queer nightlife and dancing.
Weekly
Thu, Aug 27
11 AM - 6 PM
Chicago Cultural Center
Free house-music conference at the Chicago Cultural Center during the Aug 27–30 festival — panels with DJs, producers and icons on house's queer roots.
Let people know you're going, see who else is attending, and share the event with friends.
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