Part of the Gay Chicago Guide — bars, events & things to do.
Friday, September 11, 2026
Reggay Boots hosts this weekly Open Decks B2B showcase, bringing in guest DJs to spin at Charlie's iconic country-western dance floor. It's the perfect blend of the venue's signature two-step energy with fresh electronic vibes—arrive early to catch the structured dancing, or show up later when the night shifts into high-energy mode. Register your interest via the QR code at the venue. This event was imported by Out x Out. Please visit the venue link to verify details.
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Sun, Sep 6
5 PM - 7 PM
Charlie's, Chicago
Monthly open-stage drag show at Charlie's in Chicago. All-levels performers welcome in a non-competitive, supportive space hosted by Luc Ami & Julez Osco.
MonthlySun, 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.
WeeklySun, Sep 6
11 PM - 4 AM
Charlie's, Chicago
Weekly Latin dance party at Charlie's Chicago. DJ X-tasy, hosted by Persephone Brooklyn LaRue and Luna LaCatrina. High-energy vibes every Sunday.
WeeklyMon, Sep 7
7 PM - 11 PM
Charlie's, Chicago
Free drag bingo every Monday at Charlie's Chicago. Cheap drinks, live performances, and community vibes. 21+.
WeeklyMon, Sep 7
11 PM - 2 AM
Charlie's, Chicago
Weekly Monday open stage showcase at Charlie's Chicago. Live entertainment, drink specials, and $50 prize for entertainer of the week. Sign up to perform.
WeeklyTue, Sep 8
5:30 PM - 6:30 PM
Charlie's, Chicago
Free Bachata, Salsa & Cumbia lessons every Tuesday at Charlie's gay bar in Chicago. All levels welcome. $4 drinks 4PM–8PM, charity shots.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
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