Part of the Gay Chicago Guide — bars, events & things to do.
Friday, August 7, 2026
Dorothy Debuts is a cover-free night of music featuring two DJs, La Hechicera and Angelgirl Eva, who have never played the lesbian bar before.
Have feedback on this description? Let us knowLet people know you're going, see who else is attending, and share the event with friends.
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.
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.
MonthlySat, Jul 18
8 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.
Catch your city's vibe or the global LGBTQ+ scene.
No spam, unsubscribe anytime.
Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.
Robbie S.
The Chosen Few Picnic, drag brunches from Boystown to Andersonville, and Queen! at Smartbar — plus our guide to the best gay events all July.
Robbie S.Laid-back patios, karaoke, and the least pretentious crowd in the city — here's where Chicago's bears, cubs, and otters actually hang out, night by night.
Robbie S.From cruise bars in Rogers Park to the Chicago Eagle, here's every corner of Chicago's leather and kink scene — the birthplace of IML.
Robbie S.