PLATFORMANGEL at Dorothy

Buy You The World: A Short Film Fundraiser

Monday nights at Dorothy belong to the people who actually want to sing — hosted by E, the bar's own bartender who knows how to keep the energy up and the drinks flowing. Sapphic Serenade is the kind of karaoke night where everyone's welcome, the crowd gets it, and Monday Musicals Power Hour means you've got a solid reason to get out of the house before the week really kicks in.

Thursday, May 28th, 2026

Gay Prom presented by Don Julio

An evening of laughs in support of the short film Buy You The World. Gather at Dorothy for a night that's equal parts fun and purpose — enjoy the screening, the company, and knowing your ticket helps bring this story to life.

Saturday, May 30th, 2026

6:00 PM

Dorothy's fourth annual Pride kickoff brings the prom energy to the underground — expect a dressed-up crowd, a packed dance floor, and the kind of celebration that sets the tone for the whole season. It's the perfect excuse to dust off your best outfit and dance with people who actually get it.

Tiny Dances: Movement in Miniature

Sunday, May 31st, 2026

Press Play: A Queer Listening Party

A professional dance community event that transforms Dorothy's intimate underground space into something even more intimate — original choreography performed on a 4' x 4' stage set in the round. Sunday evening, up close with artists pushing what's possible in a small space.

Wednesday, June 3rd, 2026

This Must Be the Place/Where You'll Find Us: A Celebration of Queer Spaces

As Pride season kicks off, Dorothy hosts an intimate salon-style conversation about the songs and artists that shaped queer lives. Expect thoughtful discussion, shared stories, and the music that called us toward ourselves — the kind of evening that reminds you why certain songs matter so much.

Thursday, June 4th, 2026

Two authors bringing their new releases to Dorothy for an evening rooted in why queer spaces matter. Kelly Quindlen and Jen St. Jude explore the through-line of community, belonging, and the venues that hold us — a conversation that feels especially vital in a 70's lesbian bar designed as a welcoming space for every friend of Dorothy.

More LGBTQ+ Events in Chicago

Discover more events happening around Chicago

Poker in the Bottom

Sunday night poker at Meeting House Tavern — a regular gathering for players of all skill levels. Low-key, social, and a great reason to show up for cards, drinks, and the kind of crowd that actually knows how to have a good time.

Sunday May 24th

Bearaoke IML with Rhett Butlah

Head to Jackhammer for Leather Slut, a bi/pan-focused kinky techno rave that brings Berlin's underground energy straight to Rogers Park. This is your chance to dance, express yourself freely, and connect with a community that celebrates leather, alternative style, and unapologetic sexuality in a judgment-free space. From 9 PM to 4 AM, you'll experience pulsing techno beats, a packed dance floor, and the kind of inclusive vibe that's made Jackhammer a Chicago institution for over 20 years.

Grab your friends and get ready to belt out your favorite tunes at Bearaoke IML, hosted by the charismatic Rhett Butlah at The SoFo Tap in Andersonville. This is your chance to shine on the mic in a fun, welcoming space where bears and their admirers come together to celebrate—whether you're belting out power ballads or having a laugh with your crew. With craft beers, creative cocktails, and a patio vibe, it's the perfect Sunday night to let loose and connect with your community.

IMLBB Victory Party

The celebration Chicago's leather community has earned—a victory party for International Mr. Leather Big Bear, bringing together the leather and bear communities for an evening of pride, camaraderie, and good people. This is the night the community gathers to honor the winner and revel in what makes this community special.

Xtasy Leather Slut