Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, August 15, 2026
Boot-scoot Saturdays with the Second City Country Dance Association. Line dancing 7pm-11pm with $5 domestic draft pitchers, $6 well cocktails, $1 of every Jack Daniel's cocktail donated to SCCDA. Apple Pie & Jell-O shots.
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Thu, 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.
Fri, Aug 14
10 PM - 4 AM
Charlie's, Chicago
Weekly Friday night drag party at Charlie's in Chicago. High-energy performances, dancing, and cosmic-themed nights that shift weekly. Join the house queens.
WeeklyFri, Aug 14
11 PM - 4 AM
Charlie's, Chicago
Monthly neon drag party at Charlie's Chicago with go-go dancers, body painting, and DJ Ron Geronimo. Hosted by Sapphire Feliciano and Luna LaCatrina.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
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