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

Monday, June 29, 2026
Museum of Contemporary Art (MCA), Chicago
220 E Chicago Ave, Chicago, IL 60611, United StatesThe MCA's marquee summer show traces decades of queer art and activism in Chicago, from protest to performance to portraiture. On view through August 16 — the essential LGBTQ+ cultural stop of the season.
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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 - 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.
Weekly
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
7:30 PM - 9:30 PM
2Bears Tavern Uptown, Chicago
2Bears Tavern Uptown's free feud-style game night every Monday at 7:30pm, hosted by Pup Figaro — teams compete on LGBTQ+ poll questions for prizes.
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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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