Part of the Gay Chicago Guide — bars, events & things to do.
Tuesday, September 8, 2026
Test your trivia skills with host Stew in one of Sidetrack's seven connected rooms, then stick around for Pop Favorite Videos spinning until 2am. It's the perfect midweek break—no cover charge, frozen cocktails on deck, and a laid-back crowd ready to compete and have fun. Whether you're a trivia champion or just here for the vibes, Trivia Tuesday is a solid reason to hit Halsted. This event was imported by Out x Out. Please visit the venue link to verify details.
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Wed, Sep 2
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.
Monthly
Thu, Sep 3
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.
Monthly
Fri, Sep 4
4 PM - 9 PM
Sidetrack, Chicago
Weekly Friday show tunes celebration at Sidetrack Chicago. Drag, dancing, and Broadway sing-alongs from afternoon into the night with rooftop access.
WeeklyFri, Sep 4
9 PM - 2 AM
Sidetrack, Chicago
Weekly gay dance party at Sidetrack in Chicago's Northalsted, running 9pm to 2am every Friday after the afternoon Show Tunes set.
Sat, Sep 5
1 PM - 5 PM
Sidetrack, Chicago
Monthly Saturday afternoon at Sidetrack, Chicago's gay bar. Bring your dog or come solo for drinks, treats, and community. No cover, no dog required.
MonthlySat, Sep 5
9 PM - 3 AM
Sidetrack, Chicago
Weekly gay dance party at Sidetrack in Chicago's Northalsted, 9pm to 3am every Saturday. No cover.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
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