Part of the Gay Chicago Guide — bars, events & things to do.
Sunday, October 4, 2026
The River Kitchen and Bar hosts a weekly Sunday drag brunch in Lakeview with three seatings at 11am, 1pm and 3pm. Each seating pairs a full drag show with bottomless mimosas, Bloody Marys, domestic beer and well cocktails, and the performer lineup rotates week to week. Reserve a table on Tock. This event was imported by Out x Out. Please visit the venue link to verify details.
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Wed, Oct 14
6 PM - 8 PM
Nobody's Darling, Chicago
Monthly networking mixer for LGBTQ business professionals at Nobody's Darling in Chicago. Connect with community leaders over cocktails every Wednesday.
Monthly
Wed, Oct 14
6 PM - 10 PM
Kit Kat Lounge, Chicago
Weekly Wednesday drag cabaret at Kit Kat Lounge. Tableside performances, upscale cuisine, and cocktails. Perfect for celebrations and special occasions.
Monthly
Wed, Oct 14
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.
Monthly
Wed, Oct 14
7 PM - 8:30 PM
2Bears Tavern Uptown, Chicago
Free LGBTQ+ chess night at 2Bears Tavern Uptown in Chicago, every 2nd and 4th Wednesday at 7pm. All skill levels, no signup needed.
Monthly
Wed, Oct 14
7 PM - 9 PM
Sidetrack, Chicago
Monthly
Wed, Oct 14
7:30 PM - 10:30 PM
Meeting House Tavern, Chicago
Weekly Wednesday burlesque bingo at Meeting House Tavern. Free entry, no cover charge. Dress up, play, and connect with the gay community.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
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