Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, May 16, 2026
A Devil Wears Prada-themed drag brunch hosted by Flip Phone Events and headlined by Brooke Lynn Hytes (RuPaul's Drag Race). 2:00 PM seating in the historic Walnut Room on the 7th floor of Macy's on State Street. Visit the ticket link for seating and details. This event was imported by Out x Out. Please visit the ticket link to verify details.
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Sun, Sep 6
7 PM - 9 PM
Meeting House Tavern, Chicago
Weekly Sunday poker night at Meeting House Tavern in Chicago. Free entry, no cover charge. Laid-back games for all skill levels with friends and community.
Weekly
Sun, Sep 6
7 PM - 11 PM
Charlie's, Chicago
Weekly Sunday karaoke at Charlie's gay bar in Chicago. Hosted by Sutton Fister with country, pop, and more. Sing, cheer, and have fun.
Weekly
Sun, Sep 6
9 PM - 2 AM
Sidetrack, Chicago
Weekly gay dance party at Sidetrack Chicago. Multi-level venue with high-energy music, cocktails, and late-night dancing across four bars.
Weekly
Sun, Sep 6
9 PM - 1 AM
The SoFo Tap, Chicago
Weekly bear karaoke night at The SoFo Tap in Chicago. No cover charge. Sing with the local gay community every Sunday in a laid-back atmosphere.
Weekly
Sun, Sep 6
9 PM - 4 AM
Jackhammer, Chicago
Slut's Party Chi and Jackhammer take over two floors on Sun Sep 6 from 9pm. Dungeon open 9pm-3:15am.
Sun, Sep 6
10 PM - 4 AM
Hydrate Nightclub, Chicago
Late-night Sunday dance party at Hydrate Nightclub in Chicago — throwbacks, hip-hop, and the hottest hits with no cover, starting at 10pm every week.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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