Dorothy

Monthly queer karaoke night at Dorothy, the West Town lesbian bar that's become a sanctuary for sapphic voices. The third Friday of every month, hosted by E, this is where you can belt out your favorite songs in a room...

A 100% Hayley Williams emo night at Dorothy, the city's favorite subterranean lesbian bar. All proceeds go toward Dorothy's 2026 Pride Parade feature, so you're dancing for a cause while reliving the Paramore anthems that defined a generation. Late night,...

A cult classic screening for anyone who grew up loving Hilary Duff's queer-coded charm. Settle in at Dorothy for a night of nostalgia, laughs, and community — the kind of Monday night that actually makes you want to leave the...

An evening of contemporary chamber music at Dorothy's intimate underground space. The Vanishing Point Quartet brings a one-hour live orchestral performance to the 70's-inspired lesbian bar, creating a rare moment where classical artistry meets the welcoming energy of West Town's...

A new quartet delivers an intimate night of beautifully crafted live music in Dorothy's subterranean speakeasy. Expect handpicked songs that showcase the band's artistry in the kind of underground setting where every note hits different.

Jenny Fox brings her monthly Latin music residency to Dorothy's underground dance floor—the final weekend of each month is when this sexy speakeasy transforms into a full Latin night. Expect the kind of energy that keeps you dancing until close.

Celebrate Lesbian Visibility Week with PrideChicago and the Free to Be Proud campaign at Dorothy's intimate speakeasy. This happy hour brings together the community to kick off Pride season in style, with the perfect blend of good drinks, good company,...

This one's for the Black, queer, 30+ crowd, the folks who still love the R&B we grew up on. The songs that shaped us, the ones you don't hear all the time but always feel good when they come on.

Monday nights at Dorothy just got musical. Sapphic Serenade is the karaoke night where lesbian and queer women actually want to be—hosted by E, Dorothy's beloved bartender, with a Monday Musicals Power Hour that keeps the energy high and the...

Dorothy is closed this evening for a private event. We'll be back to our regular programming soon.

Zenna Nomi, one of Chicago's most talented DJs, takes over Dorothy's decks for a night of house and electronic beats. This intimate underground venue is the perfect setting to experience her signature sound in a room full of people who...