Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, June 13, 2026
Grab the mic and celebrate sapphic joy at Sapphic Serenade, Dorothy's Saturday Night Special karaoke night hosted by E—and it's completely free to get in! Whether you're belting out your favorite power ballad or cheering on friends, expect the electric, inclusive energy that makes Dorothy a queer cultural institution. Come as you are and sing your heart out in this sexy subterranean speakeasy where every "friend of Dorothy" belongs. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Jul 27
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.
Thu, Jul 30
7 PM - 8:30 PM
Dorothy, Chicago
Rhinestone Microphone is a queer open mic night at Dorothy in Chicago where performers take the stage before a supportive crowd and a featured act.
Fri, Jul 31
9 PM - 1 AM
Dorothy, Chicago
Monthly Latin dance night with DJ Jenny Fox at Dorothy, Chicago's underground lesbian cocktail lounge. Every Friday with all Latin music and queer community vibes.
MonthlySun, Aug 2
7 PM - 8:30 PM
Dorothy, Chicago
You Are Here is a variety-show fundraiser at Dorothy in Chicago, with the cast raising money for their newest production over a night of performances.
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