Part of the Gay Chicago Guide — bars, events & things to do.
Friday, September 18, 2026
Catch Open Decks B2B at Charlie's, where two guest DJs take over the decks under the hosting of Reggay Boots for a night of high-energy dancing. It's the perfect Friday escape to experience the unique blend of country-western charm and dance floor energy that makes this Chicago institution special—whether you're a seasoned two-stepper looking to switch up your night or someone ready to dance to fresh sounds in a welcoming crowd. This event was imported by Out x Out. Please visit the venue link to verify details.
Have feedback on this description? Let us knowDrag brunches, circuit nights & every party worth knowing in Chicago — in your inbox every week.
Sat, Sep 12
11 PM - 4 AM
Charlie's, Chicago
Weekly Saturday drag show at Charlie's, Chicago's country-western gay bar. Bella DeBalle, Pixel, Persephone Brooklyn, and DJ Lightning LuLu after midnight.
WeeklySun, Sep 13
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.
WeeklySun, Sep 13
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.
WeeklyMon, Sep 14
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.
WeeklyMon, Sep 14
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.
WeeklyTue, Sep 15
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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.
Robbie S.
Everything you need for Chicago's Haunted Halsted Halloween Parade — the route, the costume contest, the Northalsted bars that go all out, and where to stay that's gay.
Robbie S.
Parvati Shallow's Survivor brunch, Queen! celebrates Lucy's birthday, and G.E.M. turns five at Jackhammer — plus 92 ways to fill your weekend.
Robbie S.
A citywide guide to the best gay bars and clubs in Chicago — Northalsted's neon-lit video bars, Andersonville's laid-back locals, historic South Side spots and everything between.
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.