Part of the Gay Chicago Guide — bars, events & things to do.
Sunday, November 1, 2026
Bring your best vocals to Charlie's weekly Sunday karaoke night, hosted by Sutton Fister. It's the perfect way to kick off your week at Chicago's only country-western gay bar—whether you're belting out your favorite songs or cheering on friends from the crowd. The vibe is fun and low-pressure, with an affordable drinks menu and a welcoming mix of regulars and newcomers ready to have a good time. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Oct 26
7 PM - 11 PM
Charlie's, Chicago
Free drag-hosted bingo every Monday at Charlie's Chicago. Play for laughs and prizes with drink specials. Gay bar community night.
MonthlyMon, Oct 26
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.
MonthlyTue, Oct 27
5:30 PM - 6:30 PM
Charlie's, Chicago
Free Bachata, Salsa & Cumbia lessons every Tuesday at Charlie's gay bar in Chicago. All levels welcome. $4 drinks 4PM–8PM, charity shots.
MonthlyTue, Oct 27
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.
MonthlyTue, Oct 27
11:59 PM - 4 AM
Charlie's, Chicago
Weekly Tuesday late-night dance party at Charlie's Chicago. Reggaeton, R&B, Hip Hop, Bachata, House from midnight. Monthly dance classes for all levels.
MonthlyWed, Oct 28
7 PM - 11 PM
Charlie's, Chicago
Weekly Wednesday line dancing at Chicago's country-western gay bar. All levels welcome. $5 drafts, $6 wells, $1 from Jack Daniel's supports SCCDA.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
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