Past event
DILF: Leather Daddy
DILF—Chicago's biggest, monthly party for men 35+ and the guys who want them—is gearing up for the return of our annual DILF IML Memorial Day Weekend Leather Daddy Fest on Saturday, May…
GoPride Chicago calendar
May 2025 events
Browse Chicago LGBTQIA+ events throughout May 2025.
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- Past event
Manhole presents Tom Stephan
Saturday Night = No Sleep. Just Beats. ??The legendary Tom Stephan returns to Hydrate for an unrelenting night of high-energy house. With residencies at BEYOND London, Matinée Barcelona,…
- Past event
Bear Beer Blast
Hey leather folx! Does IML make you want a hot dog real bad? Then join the bears with the brewskis at Bear Beer Blast IML on Sunday, May 25th, from 12–3pm! We're serving up FREE hot dogs…
- Past event
Manhole presents XXX Sunday Funday ft Skyy Knox
MANHOLE presents XXX Sunday Funday IML Edition. Gay Adult Entertainer Skyy Knox returns to Hydrate to join our dancers in a Sunday Funday you’ll never forget. Come thirsty. ?? Sunday, May…
- Past event
Sunday Funday After Brunch Party
Sunday Funday at Hydrate. Doors open at 2pm every Sunday. NorthHalsted's official after brunch party. Beats by Laura B. No Cover.
- Past event
Belly Up Afternoon
Sunday Funday Just Got BIGGER! Join us for a special daytime edition of the beloved Belly Up party—celebrating big bellies, bold energy, and beautiful bodies in the Sunday sun. From chubs…
- Past event
IML Sunday Bunday Bulge and Package Contest
Thickest, longest, cutest, best sack. Prizes for all categories.
- Past event
Manhole presents DoggPound
?? MANHOLE presents: DOGGPOUND ??Chomper and Barker are set to unleash an electrifying set at Hydrate. Get ready for a night of high-energy beats that will keep you dancing until dawn. ??…
- Past event
Estrellas, Ritmo y Perreo
Hosted by Persephone Brooklyn and Luna La Catrina. Featuring Serena Fierce every fourth Sunday and Gato
- Past event
Chicago House TransSafe Drop-in
Every Monday, Chicago House hosts a TransSafe drop in for trans folks to stop by and receive free services including housing navigation, employment services, medical referrals, and more.…
- Past event
Patio Beef: IML
HOT BEARS, FREE EATS & NO COVER! Come prowl and chow down at our annual PATIO BEEF IML BBQ on Memorial Day Monday, May 26th, from 2–7pm! We'll be serving up FREE burgers and brats with…
- Past event
Beginner/Intermediate Volleyball
The Center on Halsted hosts Open Gym Volleyball to provide a welcoming and safe environment for volleyball players of all skill levels. Our Monday nights are for beginning, recreational and…
- Past event
Skyline and Summer Sunset Cruises
Experience summer on Lake Michigan with our weekday evening cruises featuring fireworks*, sunsets, skyline views, and cocktails starting May 26th, 2025. Unwind after work with cool lake…
- Past event
Trivia Tuesday Nintendo Edition
Grab your joysticks and get Sidetrack'd for a Nintendo Universe Edition of Trivia Tuesday May 27, at 8pm. Grand Prize: Men's Room & SWAY Gift Cards. Sidetrack is open 3pm-2am weekdays, so…
- Past event
Dinner and Disney Musical Bingo
Be Our Guest! Dinner and Disney Musical Bingo Every Wednesday at 7pm. Hosted by Kimberly Summer
