Part of the Gay Chicago Guide — bars, events & things to do.

Saturday, August 8, 2026
Rooftop TBA, Northalsted
Northalsted, Chicago, IL 60657, United StatesBOOTS brings its Market Days Weekend rooftop party back to Northalsted for an open-air daytime dance session in the heart of the festival, 4 to 10 p.m. Expect the BOOTS crew's signature high-energy crowd and rooftop views just steps from the action. The exact rooftop location and the full lineup are still under wraps — details are on their way. Follow @boots.party for the venue drop and ticket release.
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Tue, Jul 21
6:30 PM - 8:30 PM
Kit Kat Lounge, Chicago
Weekly Wednesday drag cabaret at Kit Kat Lounge featuring live performances, dinner, and cocktails. Glamorous entertainment in an intimate supper club setting.
Weekly
Tue, Jul 21
6:30 PM - 9 PM
Way Out, Chicago
30+ sapphic speed dating night at Way Out, Logan Square, Chicago, July 21.

Tue, Jul 21
7 PM - 12 AM
Charlie's, Chicago
Weekly Tuesday karaoke at Charlie's in Chicago with hosted chaos, song sabotage, and comedy. Hosted by Bella DeBalle and Sutton Fister.
Weekly
Tue, Jul 21
7 PM - 8:30 PM
Center on Halsted, Chicago
Chicago's longest-running gay men's book group at Center on Halsted, Northalsted.
Let people know you're going, see who else is attending, and share the event with friends.

Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.

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