Part of the Gay Chicago Guide — bars, events & things to do.
Wednesday, October 28, 2026
Get ready for Boyz and Booze, Charlie's weekly male revue and go-go show hosted by Sapphire Feliciano with DJ Lightning LBW spinning the beats. It's the perfect midweek escape at Chicago's iconic country-western gay bar—expect high-energy performances and a crowd ready to celebrate. Whether you're here for the eye candy or the dancing, this is your Wednesday night out. This event was imported by Out x Out. Please visit the venue link to verify details.
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Fri, Oct 23
7 PM - 11 PM
Charlie's, Chicago
Open Decks B2B every Friday at Charlie's Chicago. Two guest DJs and Reggay Boots host high-energy dancing with country-western charm. Gay bar nightlife.
MonthlyFri, Oct 23
10 PM - 4 AM
Charlie's, Chicago
Weekly Friday night dance party at Charlie's in Chicago. New themed galaxy each month with high-energy performances by House Queens.
MonthlySat, Oct 24
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.
MonthlySat, Oct 24
11 PM - 4 AM
Charlie's, Chicago
Weekly Saturday drag and dance party at Charlie's Chicago. See Bella DeBalle, Pixel, and Persephone Brooklyn with DJ Lightning LuLu. 21+.
MonthlySun, Oct 25
5 PM - 7 PM
Charlie's, Chicago
Monthly drag showcase every Sunday at Charlie's Chicago. Hosted by PB, featuring live performances and queer nightlife in a rodeo-themed venue.
MonthlySun, Oct 25
7 PM - 11 PM
Charlie's, Chicago
Weekly Sunday karaoke at Charlie's, Chicago's country-western gay bar. Hosted by Sutton Fister with affordable drinks and a welcoming crowd.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
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