Part of the Gay Chicago Guide — bars, events & things to do.
Sunday, August 16, 2026
Masala Dykes gathers South Asian sapphic and LGBTQ+ folks at Dorothy for an early-evening meet-up. It is a low-key community night built for conversation rather than a dance floor, and newcomers are the point.
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Sat, Aug 15
9 PM - 2 AM
Dorothy, Chicago
Dorothy Pop! Songs of the Summer is a pop dance party at Chicago's lesbian bar, with DJ sets, live performances and a late floor.
Mon, Aug 17
7 PM - 9:30 PM
Dorothy, Chicago
Host Shelli Nicole screens John Tucker Must Die at Dorothy in Chicago, the August edition of the bar's third-Monday movie night, with prizes.
Tue, Aug 18
7 PM - 8:30 PM
Dorothy, Chicago
Adrianne Blanks celebrates her birthday at Dorothy in Chicago with a one-night bill of live music and performances from friends.
Wed, Aug 19
7 PM - 8:30 PM
Dorothy, Chicago
Slaycation brings a travel-themed drag show to Dorothy in Chicago on Aug 19 — each queen transports the room to a different dream destination.
Thu, Aug 20
6 PM - 11 PM
Dorothy, Chicago
Bartender Lou hosts Trans/Enby Night at Dorothy in Chicago, centering trans and non-binary folks, with DIY for Gaza and Vyle Studios.
Fri, Aug 21
9:30 PM - 1:30 AM
Dorothy, Chicago
Monthly Friday DJ night with Chicago's resident hip-hop DJ Ca$h Era at Dorothy lesbian bar. Open-format mixing, $10 entry, dancing until 1am.
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