Part of the Gay Chicago Guide — bars, events & things to do.
Monday, October 26, 2026
Join the Sidetrack crowd for a weekly Broadway singalong where the whole bar belts out musical theater classics together. It's a no-cover, high-energy celebration of show tunes that draws everyone from casual fans to full-throated theater kids — expect lots of cheering, clapping, and pure joy. Whether you're a Broadway devotee or just looking for a fun night surrounded by people who love to sing, this is the kind of communal, unapologetic queer fun that makes Sidetrack legendary. This event was imported by Out x Out. Please visit the venue link to verify details.
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Tue, Oct 20
8 PM - 10 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.
Monthly
Wed, Oct 21
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.
MonthlyWed, Oct 21
7 PM - 9 PM
Sidetrack, Chicago
Monthly
Wed, Oct 21
9 PM - 2 AM
Sidetrack, Chicago
Monthly Lady Gaga dance party every Wednesday at Sidetrack gay bar in Chicago. Dance floors, live energy, and a community of Gaga fans celebrating together.
MonthlyThu, Oct 22
9 PM - 2 AM
Sidetrack, Chicago
Fri, Oct 23
4 PM - 9 PM
Sidetrack, Chicago
Weekly Friday singalong at Sidetrack with Broadway hits, drag performances, and dancing. Free entry, frozen cocktails, seven rooms. Chicago gay bar.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
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