Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, September 12, 2026
Catch the weekly Saturday night drag extravaganza featuring Bella DeBalle, Pixel, and Persephone Brooklyn, with DJ Lightning LuLu keeping the energy high on the decks. This is where Charlie's shifts into full party mode after midnight—expect high-octane performances, killer beats, and a packed dance floor ready to celebrate. It's the perfect late-night destination for drag fans and dancers alike in Chicago's only country-western gay bar. This event was imported by Out x Out. Please visit the venue link to verify details.
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Sun, 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.
MonthlyTue, Sep 8
7 PM - 12 AM
Charlie's, Chicago
Weekly Tuesday karaoke at Charlie's with unpredictable twists. Hosted by Bella DeBalle and Sutton Fister—high-energy, welcoming gay nightlife in Chicago.
WeeklyTue, Sep 8
11:59 PM - 4 AM
Charlie's, Chicago
Weekly Tuesday night dance party at Charlie's Chicago. Reggaeton, R&B, hip hop, bachata & house with hosts Sapphire Feliciano & Persephone Brooklyn. Monthly.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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