Part of the Gay Chicago Guide — bars, events & things to do.
Wednesday, August 19, 2026
Undercover Wrestler is Sidetrack's monthly social meet-up for wrestlers and friends of wrestlers, every third Wednesday from 6-9pm. Wear your favorite singlet or gear — there's a private room, a clothes check, and no cover.
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Fri, Aug 7
8 PM - 2 AM
Sidetrack, Chicago
Weekly gay dance party at Sidetrack in Chicago's Northalsted, running 9pm to 2am every Friday after the afternoon Show Tunes set.
Sat, Aug 8
2 PM - 4 PM
Sidetrack, Chicago
Dorinda Medley of RHONY meets fans 2-4pm in Sidetrack's Side Bar during Market Days Saturday, then joins Boy J and Veronica Pop on stage.
Sat, Aug 8
3 PM - 6 PM
Sidetrack, Chicago
SaturGay Drag & Games takes over Sidetrack 3-6pm on Market Days Saturday — drag, games, and festival-weekend energy on Halsted.
Sat, Aug 8
8 PM - 3 AM
Sidetrack, Chicago
Sidetrack's Saturday Night Dance Party goes 8pm-3am on Market Days Saturday — dance floors and video bars in the heart of the festival.
Sun, Aug 9
1 PM - 7 PM
Sidetrack, Chicago
Weekly Broadway sing-along at Sidetrack's Main, Cherry & North Bars. Theater lovers and LGBTQ+ community celebrate Show Tunes Sundays with dancing and good vibes.
WeeklySun, Aug 9
2 PM - 4 PM
Sidetrack, Chicago
Drag Race star Plane Jane meets fans 2-4pm in Sidetrack's Side Bar on Market Days Sunday, then performs with Sasha Love and Amber Valentine Marks.
Let people know you're going, see who else is attending, and share the event with friends.
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