Life is a Queer Cabaret: Sapphics!
It's Sapphics Night for our fourth installment of Life Is A Queer Cabaret! Experience traditional musical theatre from a sapphic lens.
DJ Feature: Ca$h Era at Dorothy
Catch our 2026 Resident DJ Ca$h EraChicago popping up on the 2nd Friday of every month right here at Dorothy!
Queer Movie Monday: HONEY DON'T
Join us for a screening of the 2025 film HONEY DON'T - the 2nd in a 3 part lesbian series by Ethan Coen & Tricia Cooke.
Velvet Underground ft. Adie Mendez
Velvet Underground is Dorothy's recurring evenings of live jazz. Come out on March 18th to enjoy the musical stylings of Adie Mendez!
Coochies & Clovers A Sapphic 90's Burlesque Show
If you want burlesque with bounce and performers serving BODY with a whip of nostalgia. This ain’t your grandma’s cabaret unless grandma was outside in ’94.
Sapphic Serenade: Friday Night Feelings
Our queer karaoke night is getting a bonus weekend feature! The third Friday of every month will blast off with queer karaoke hosted by E!
DJ Feature: Miss Toto at Dorothy
Catch Chicago based DJ Miss Toto debut at Dorothy on March 21st from 9pm - 1am.
Take This Stone: An Evening of Song
A new quartet plays a handpicked selection of beautifully crafted songs for a night of live music at Dorothy.
IRL: Singles Mixer at Dorothy
No frills, no fuss, no cover. Just a night to gather if you're queer, single, & ready to mingle. Shoot your shot at Dorothy!
Aries Night ft. Astrology Readings by Toby Everhart
Calling all Aries and those who love them! Come celebrate your season with a custom cocktail & astrology reading options by Toby.
Latin Night: all Latin, all night with Jenny Fox
Jenny Fox is Dorothy's newest monthly resident DJ - bringing Latin music to Dorothy during the final weekend of each month.
Robyn: Sexistential Listening Party
Come celebrate the latest release by Robyn with a no skips "Sexistential" listening party!
Velvet Underground ft. Kingsley
Velvet Underground is Dorothy's recurring evenings of live jazz. Come out on March 31st to enjoy the musical stylings of Kingsley!
DJ Feature: Dyaspara at Dorothy
Dyaspara brings dynamic global Black sounds to Dorothy on April 4th! Come on out to dance the night away.
The Bi Wives Club: A Comedy Showcase
The Bi Wives Club is back on April 5th with a stacked lineup of Chicago's hottest queer comics! Not bi? Nobody's wife? No problem.