Part of the Gay Chicago Guide — bars, events & things to do.
Wednesday, August 5, 2026
Get ready to celebrate all things Taylor at Sidetrack's monthly Wednesday night takeover! Dance, sing along, and enjoy Taylor Swift drag performances across the Main, Cherry, and North Bars, with opportunities to hit the stage yourself for a chance to win fun prizes. Whether you're a devoted Swiftie or just here for the high-energy party vibes, this is your night to sparkle and shine with Chicago's LGBTQIA+ community. This event was imported by Out x Out. Please visit the venue link to verify details.
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Thu, Jul 2
9 PM - 2 AM
Sidetrack, Chicago
Monthly Thursday pop dance party at Sidetrack Chicago. Drag performances, pop hits from Chappell Roan, Charli XCX, and more across three bars.
Monthly
Fri, Jul 3
3 PM - 2 AM
Sidetrack, Chicago
Weekly Friday show tunes party at Sidetrack Chicago. Video dance party, frozen cocktails, drag race viewing, and dancing. Start your weekend with the gay community.
Weekly
Fri, Jul 3
7 PM - 9 PM
Sidetrack, Chicago
Weekly Friday viewing party at Sidetrack Chicago. Watch All Stars on big screens, play games, win prizes, and celebrate drag with the LGBTQ+ community. No cover.
Weekly
Sat, Jul 4
1 PM - 5 PM
Sidetrack, Chicago
Monthly gay tea dance at Sidetrack Chicago. Bear and daddy community, frozen cocktails, no cover charge. Saturdays at this multi-level venue.
MonthlyCatch your city's vibe or the global LGBTQ+ scene.
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