Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, July 18, 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, Jul 16
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, Jul 16
9 PM - 11 PM
Charlie's, Chicago
Monthly Thursday Paint & Sip at Charlie's in Chicago. All supplies included, $4 drinks, no experience needed. Hosted by Kimberly Summer.
MonthlyThu, Jul 16
10 PM - 2 AM
Charlie's, Chicago
Monthly gaming tournament at Charlie's gay bar in Chicago. Compete for cash prizes, show off cosplay, and connect with fellow players every Thursday.
MonthlyFri, Jul 17
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.
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Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.
Robbie S.
New leather royalty crowned, WEPA's Pink Party hits Fantasy, and Dorothy spins 40 years of pop — plus our complete San Diego Pride guide.
Robbie S.Laid-back patios, karaoke, and the least pretentious crowd in the city — here's where Chicago's bears, cubs, and otters actually hang out, night by night.
Robbie S.From cruise bars in Rogers Park to the Chicago Eagle, here's every corner of Chicago's leather and kink scene — the birthplace of IML.
Robbie S.