Part of the Gay Chicago Guide — bars, events & things to do.

Wednesday, October 21, 2026
Join the Second City Country Dance Association for a night of line dancing at Chicago's only country-western gay bar. Whether you're a seasoned dancer or stepping onto the floor for the first time, you'll find a welcoming crowd ready to two-step and line dance together. Grab a $5 domestic draft pitcher or $6 well cocktail, and know that $1 from every Jack Daniel's drink goes directly to support SCCDA—plus enjoy Apple Pie and Jell-O shots while you dance. This event was imported by Out x Out. Please visit the venue link to verify details.
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Sun, Oct 18
5 PM - 7 PM
Charlie's, Chicago
Monthly open-stage drag show at Charlie's in Chicago. All-levels performers welcome in a non-competitive, supportive space hosted by Luc Ami & Julez Osco.
Monthly
Sun, Oct 18
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.
Monthly
Sun, Oct 18
11 PM - 4 AM
Charlie's, Chicago
Latin dance party every Sunday at Charlie's gay bar in Chicago. High-energy dancing hosted by Persephone Brooklyn LaRue and Luna LaCatrina with DJ X-tasy.
Monthly
Mon, Oct 19
7 PM - 11 PM
Charlie's, Chicago
Monthly gay bingo night at Charlie's with birthday specials, half-off Hennessy & Patron, and prizes. Every Monday in Chicago.
Monthly
Mon, Oct 19
11 PM - 2 AM
Charlie's, Chicago
Weekly Monday open stage at Charlie's Chicago. Live entertainment, $50 prize, drink specials. High-energy performances on the dance floor.
Monthly
Tue, Oct 20
7 PM - 12 AM
Charlie's, Chicago
Weekly Tuesday karaoke at Charlie's, Chicago's country-western gay bar. Hosted by Bella DeBalle and Sutton Fister with surprises and audience participation.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.


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