Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, August 8, 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 6
8 PM - 10 PM
Charlie's, Chicago
Monthly Thursday male revue at Charlie's featuring Ivan Tequila and Andy Santos with DJ Frister. Gay nightlife entertainment in Chicago.
MonthlyThu, Aug 6
10 PM - 4 AM
Charlie's, Chicago
Monthly cosplay and video game tournaments at Charlie's gay bar in Chicago. Compete Thursdays 11pm, sign up 10–11pm. Prizes up to $75.
MonthlyFri, Aug 7
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 7
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.
WeeklySat, Aug 8
11 PM - 4 AM
Charlie's, Chicago
Weekly Saturday drag show at Charlie's Chicago featuring Bella DeBalle, Pixel, and Persephone Brooklyn with DJ Lightning LuLu. Late-night dance party.
WeeklySun, Aug 9
7 PM - 11 PM
Charlie's, Chicago
Weekly gay karaoke every Sunday at Charlie's in Chicago. Hosted by Sutton Fister. Sing, celebrate, and connect with the LGBTQ+ community.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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