Part of the Gay Chicago Guide — bars, events & things to do.
Monday, July 27, 2026
Sapphic Serenade brings the best queer karaoke energy to Dorothy's intimate underground lounge, hosted by E on the final Monday of each month. Whether you're belting out your favorite power ballad or cheering on fellow sapphic performers, expect an electric night filled with community, laughter, and unforgettable moments in this iconic lesbian space. Come as you are and let your voice shine in one of the country's most celebrated queer venues. This event was imported by Out x Out. Please visit the venue link to verify details.
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Sat, Jul 11
9 PM - 2 AM
Dorothy, Chicago
Sapphic goth night in Chicago at Dorothy. Moody music, dancing, and queer community in an intimate space. Saturdays.
Sun, Jul 12
6 PM - 11 PM
Dorothy, Chicago
Silent Book Club at Dorothy, Chicago's lesbian lounge, is a monthly quiet reading gathering, this edition featuring Proud City by Block Club Chicago.
Mon, Jul 13
7 PM - 9:30 PM
Dorothy, Chicago
Sing-along screening of Chicago (2002) at Dorothy in Chicago — Queen Latifah trivia at intermission and raffle prizes make this a full Queer Movie Monday night out.
Wed, Jul 15
7 PM - 8:30 PM
Dorothy, Chicago
Weekly vocal trio performing original music and folk-soul covers at Dorothy. Intimate Wednesday evenings of harmony singing in Chicago's gay nightlife scene.
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