Part of the Gay Chicago Guide — bars, events & things to do.
Friday, July 24, 2026
Step into Dorothy's underground world for Latin Night, a monthly celebration of Latin music and dance hosted by resident DJ Jenny Fox. Whether you're a seasoned dancer or just here to vibe with the community, expect an electric night of expertly curated beats in the intimate glow of this iconic lesbian speakeasy. Come as you are and dance like nobody's watching — because in this space, you're among friends. This event was imported by Out x Out. Please visit the venue link to verify details.
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Fri, Jul 17
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.
Monthly
Sat, Jul 18
9 PM - 2 AM
Dorothy, Chicago
Dance party at Dorothy in Chicago celebrating four decades of Top 40 — pop hits spanning 1986 to 2026 with music and live performances on a Sunday night.
Mon, Jul 20
7 PM - 8:30 PM
Dorothy, Chicago
Poetry reading at Dorothy in Chicago celebrating dezireé a. brown's debut collection They/She/He — tender and fierce queer verse on a Tuesday night.
Wed, Jul 22
7 PM - 8:30 PM
Dorothy, Chicago
Intimate WLW songwriter showcase at Dorothy in Chicago — original songs and the personal stories behind each one, performed in a close-knit setting.
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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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A citywide guide to the best gay bars and clubs in Chicago — Northalsted's neon-lit video bars, Andersonville's laid-back locals, historic South Side spots and everything between.
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