Part of the Gay Chicago Guide — bars, events & things to do.
Sunday, September 20, 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, Sep 14
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.
Weekly
Tue, Sep 15
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.
Weekly
Wed, Sep 16
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, Sep 16
7 PM - 9 PM
Sidetrack, Chicago
Monthly
Wed, Sep 16
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, Sep 17
7 PM - 9 PM
Sidetrack, Chicago
Let people know you're going, see who else is attending, and share the event with friends.
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