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

Saturday, July 25, 2026
Macy's Walnut Room, Chicago
111 N State St, 7th Floor, Chicago, IL 60602, United StatesFlip Phone Events and host Lucy Stoole bring drag brunch to the historic Walnut Room inside Macy's on State Street, with a Survivor-themed edition featuring reality-TV legend Parvati Shallow. Bottomless vibes, big numbers, and a only-in-Chicago setting in the Loop.
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Mon, Jun 29
5 PM - 2 AM
The SoFo Tap, Chicago
Monday night gay bar in Chicago with cold beer, friendly bartenders, and a dog-friendly patio. Laid-back neighborhood vibe for the queer community.
Weekly
Mon, Jun 29
7 PM - 11 PM
Dorothy, Chicago
Sapphic Serenade: monthly queer karaoke hosted by E at Dorothy's underground lounge. Final Monday of each month. Community, laughter, and live performances.

Mon, Jun 29
7 PM - 11 PM
Charlie's, Chicago
Free drag bingo every Monday at Charlie's Chicago with hosts Aurora and Bella. Drink specials, 21+. Gay nightlife in Chicago.
Weekly
Mon, Jun 29
7 PM - 2 AM
Replay Lakeview, Chicago
Weekly Mario Kart tournament at queer-owned Replay Lakeview in Boystown. Compete for $50, play arcade, enjoy happy hour specials. Sign-ups at 7 PM.
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