Part of the Gay Chicago Guide — bars, events & things to do.
Tuesday, November 10, 2026
Test your trivia skills with host Stew in one of Sidetrack's seven connected rooms, then stick around as Pop Favorite Videos take over the screens until 2am. It's a laid-back weeknight vibe with no cover charge — perfect for mixing drinks, friendly competition, and the iconic Sidetrack energy that's defined Chicago's gay bar scene for over 40 years. This event was imported by Out x Out. Please visit the venue link to verify details.
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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.
Fri, Nov 6
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.
Fri, Nov 6
9 PM - 2 AM
Sidetrack, Chicago
Sat, Nov 7
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.
Let people know you're going, see who else is attending, and share the event with friends.
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