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

Friday, May 8, 2026
Dance the night away with Dorothy's resident DJ Ca$h Era, spinning every second Friday of the month at this iconic lesbian cocktail lounge. Expect expertly curated beats in an intimate, electric atmosphere—the perfect vibe to enjoy craft cocktails and connect with the community. $10 cover gets you in the door for a night of pure queer joy. This event was imported by Out x Out. Please visit the venue link to verify details.
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Thu, Sep 17
7 PM - 8:30 PM
Dorothy, Chicago
Life is a Queer Cabaret — a queer cabaret and variety show at Dorothy in Chicago's West Town.

Fri, Sep 18
10 PM - 2 AM
Dorothy, Chicago
Monthly queer karaoke night for women, trans folks, and allies. Sing, drink, and celebrate at Dorothy's 1970s lounge in Chicago.
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