Part of the Gay Chicago Guide — bars, events & things to do.
Tuesday, August 18, 2026
Get ready for karaoke chaos hosted by the hilarious Bella DeBalle and Sutton Fister, where the twist is that sabotage is always on the menu! Every Tuesday, this weekly favorite brings together singers ready to belt out their favorites while their fellow queens throw delightful shade and surprises their way. It's the perfect blend of Charlie's signature sass and high-energy fun—expect laughter, killer vocals, and plenty of unpredictable moments that'll keep you coming back week after week. This event was imported by Out x Out. Please visit the venue link to verify details.
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Wed, Aug 12
7 PM - 11 PM
Charlie's, Chicago
Weekly Wednesday line dancing at Charlie's for Chicago's queer country community. Two-step, drink specials, and $1 Jack Daniel's support for SCCDA.
WeeklyWed, Aug 12
11 PM - 4 AM
Charlie's, Chicago
Weekly Wednesday gay male revue and go-go show at Charlie's Chicago. Hosted by Sapphire Feliciano with DJ Lightning. Country-queer nightlife and dancing.
WeeklyThu, Aug 13
8 PM - 10 PM
Charlie's, Chicago
Monthly drag showcase at Charlie's gay bar in Chicago. Hosted by Aja Ajani with performances by Umami, Faye Wylde, Klymax, and more. Every Thursday.
MonthlyThu, Aug 13
11 PM - 4 AM
Charlie's, Chicago
Monthly fashion celebration every Thursday at Charlie's gay bar. Dance floor, styled crowd, design community vibes. Chicago nightlife.
MonthlyFri, Aug 14
7 PM - 11 PM
Charlie's, Chicago
Weekly B2B DJ night every Friday at Charlie's, Chicago's queer country bar. Guest DJs spin live—dance, connect, and celebrate with the community.
WeeklyFri, Aug 14
9 PM - 11 PM
Charlie's, Chicago
Cosplay contest with a $500 prize at Charlie's on Broadway, Fri Aug 14, 9-11pm. Hosted by Kimberly Summer.
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