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

Thursday, August 20, 2026
Get ready to unleash your inner artist at this monthly Paint & Sip hosted by Kimberly Summer! All supplies are provided and participation is completely free, with $4 you-call-it drinks to keep the creative energy flowing. It's the perfect laid-back night to sip, paint, and vibe with the community in Charlie's signature fun and welcoming atmosphere. This event was imported by Out x Out. Please visit the venue link to verify details.
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Fri, 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.
Weekly
Fri, Jul 17
10 PM - 4 AM
Charlie's, Chicago
Weekly Friday night drag party at Charlie's in Chicago. High-energy performances, dancing, and cosmic-themed nights that shift weekly. Join the house queens.
Weekly
Fri, Jul 17
11 PM - 4 AM
Charlie's, Chicago
Monthly blackout party at Charlie's Chicago. High-energy dancing in darkness hosted by Persephone Brooklyn and Pixel, with DJ Foster. Every Friday.
Monthly
Sat, Jul 18
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.
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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.

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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.
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.
