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

Sunday, August 23, 2026
Sing your heart out to your favorite show tunes on the big screens in the Main, Cherry, and North Bars while the party keeps going strong throughout the venue. It's the perfect Sunday celebration where you can belt out Broadway classics with your friends and fellow music lovers in Sidetrack's energetic, welcoming atmosphere. Whether you're catching the show tune sing-alongs or dancing to party music in the other bars, it's a day built for fun, community, and unforgettable moments. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Aug 17
8 PM - 2 AM
Sidetrack, Chicago
Weekly show tunes night at Sidetrack in Chicago. Sing along to Broadway hits, dance, and enjoy frozen cocktails with the LGBTQ+ community.
Weekly
Tue, Aug 18
8 PM - 10 PM
Sidetrack, Chicago
Weekly trivia night hosted by Stew at Sidetrack, followed by Pop Favorite Videos. Compete for bragging rights with Chicago's LGBTQ+ community every Tuesday.

Wed, Aug 19
6 PM - 9 PM
Sidetrack, Chicago
Undercover Wrestler meets at Sidetrack every third Wednesday 6-9pm — a free social for wrestlers and fans with gear encouraged and clothes check.
Monthly
Wed, Aug 19
9 PM - 2 AM
Sidetrack, Chicago
Monthly Lady Gaga dance party at Sidetrack Chicago. Drag performances, videos, and dance-offs every Wednesday. LGBTQ+ nightlife.
Monthly
Thu, Aug 20
9 PM - 2 AM
Sidetrack, Chicago
Let's Go! Latin returns to Sidetrack Aug 20 — Latin pop and dance videos 9pm-2am across the Main, Cherry, and North Bars.

Fri, Aug 21
3 PM - 7 PM
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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.


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