Part of the Gay Chicago Guide — bars, events & things to do.
Sunday, November 8, 2026
Kick off your Sunday with an afternoon of Broadway belting and pure joy at Sidetrack's legendary Show Tunes singalong across the Main, Cherry, and North Bars. Belt out your favorite musical numbers with a packed crowd of fellow theater lovers while party music keeps the energy high in the Glass, Side, Back, and Deck Bars all day long. No cover charge means you can roll in whenever the spirit moves you — whether it's for an early frozen cocktail or to close out the night with friends. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Nov 2
8 PM - 2 AM
Sidetrack, Chicago
Weekly Broadway singalong at Sidetrack Chicago. No cover, high-energy show tunes night where the whole gay bar sings together. Every Monday.
Tue, Nov 3
7 PM - 9 PM
Sidetrack, Chicago
Monthly LGBTQ+ storytelling night at Sidetrack. Share your story or listen to authentic community voices every Tuesday in Chicago's welcoming queer space.
Tue, Nov 3
9 PM - 11 PM
Sidetrack, Chicago
Weekly trivia hosted by Stew at Sidetrack gay bar. No cover, pop videos until 2am, seven connected rooms. Laid-back weeknight vibe.
Wed, Nov 4
7 PM - 9 PM
Sidetrack, Chicago
Wed, Nov 4
9 PM - 2 AM
Sidetrack, Chicago
Monthly Wednesday Taylor Swift party at Sidetrack, Chicago's gay bar. Dance with Swifties, sing along, and celebrate Taylor's catalog in a welcoming LGBTQ+ space.
Thu, Nov 5
9 PM - 2 AM
Sidetrack, Chicago
Monthly Thursday dance party at Sidetrack Chicago featuring pop hits from Chappell Roan, Charli XCX, Sabrina Carpenter & Kesha. High-energy night with the.
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