Pride Month Specials & Fundraisers Around Chicago

Pride Month is celebrated every June and each year, more and more businesses show up to be proud allies. All around Chicago, businesses are honoring the occasion with specials and fundraisers to support the LGBTQ+ community.

We’ve rounded up some of our favorite spots in the city. Whether you identify as LGBTQ+ or as a proud ally, we can make this Pride month a joyful and inclusive celebration for all.

Treats

Celebrate Pride Month with Colorful Confections at Sweet Mandy B’s

This June, Sweet Mandy B’s is turning up the color in celebration of Pride Month with a vibrant lineup of limited-time treats. Available all month long at its Lincoln Park (1208 W Webster Ave) and Streeterville (254 E Ontario St) locations, these festive sweets are as joyful as they are delicious.

Indulge in a rainbow-inspired assortment featuring Confetti Cookies bursting with colorful sprinkles, classic yellow cake cupcakes topped with cheerful rainbow sugar decorations, Rainbow Iced Rice Krispies, slices of eye-catching Rainbow Cake, and more.

Perfomances

Chicago Athletic Association Hosts STILL/HERE: A Pride Cabaret

Celebrate Pride Month with STILL/HERE: A Pride Cabaret, taking over the Madison Ballroom at Chicago Athletic Association (12 S Michigan Ave) on Monday, June 22 from 7–9 p.m. Presented by GF Productions as part of its Trans Voices Cabaret series, the evening will feature live music, spoken word, and immersive performances from queer, trans, non-binary, and gender-nonconforming artists in one of Chicago’s most stunning historic spaces. Tickets are available on a sliding scale starting at $15.

Graystone's Drag Bingo

The Graystone Tavern (3441 N Sheffield Ave) is celebrating Pride Month with an unforgettable Pride Drag Bingo night. Hosted by Chicago's favorite drag bubbie, Merriam Levkowitz, Drag Bingo Night is FREE to play. For reservations email events@graystonetavern.com.

The Queen's Drag Tipsy Tea at The Gwen

Step into the ton at The Gwen (521 N Rush St) for “The Queen’s Drag Tipsy Tea,” an afternoon of glamour, tea, and dazzling entertainment on Saturday, June 6 at 12:30 p.m. Hosted at Upstairs at The Gwen, guests are invited to arrive in their most fabulous Bridgerton-inspired attire for an immersive experience where elegance and extravagance reign supreme. The afternoon includes enchanting drag performances throughout the event, one glass of bubbly upon arrival, a personal pot of Rishi Tea, and an elevated sweet and savory tea tower for the table. One standout guest will also be crowned the coveted “Diamond of the Season” in celebration of exceptional style and presence. Tickets are $95 per person and available now via OpenTable.

The Goddess and Grocer’s first-ever Pride Month Drag Brunch

Celebrate Pride Month in fabulous fashion at The Goddess and Grocer’s first-ever Pride Month Drag Brunch on Saturday, June 6 from 11 a.m.–1 p.m. at the Bucktown location (1649 N Damen Ave). Guests will high-energy performances from Amira Slick, Lezbian Minnelli, Barbie Slick, and Ash Wednesday alongside brunch favorites, two Crafthouse cocktails, and a slice of the brand’s iconic Rainbow Cake. Tickets are $45 per person and include the full drag brunch experience, with vegan and gluten-free entrée options available. Ticket Link

Additionally, $1 from every slice of Goddess Rainbow Cake with six layers of the rainbow layered with buttercream frosting and garnished with colored sprinkles will go to Center on Halsted.

Pride Month Lip Sync Happy Hour at Remedy

On Thursday, June 18, guests can join Remedy (1910 N Milwaukee Ave) in Bucktown for a special Pride Month edition of their “Lip Sync Happy Hour” drag show hosted by comedy drag queen Ginger Forest and diva Ranger Cheeks. Prior to the show, guests can enjoy Remedy’s half-price happy hour from 4 p.m. to 7 p.m before the drag show begins at 7 p.m

Drink Specials

4EG Raises the Bar for Pride: Month-Long Cocktail Campaign to Benefit Center on Halsted

This June, Four Entertainment Group (4EG) is turning Pride celebrations into meaningful community impact with a citywide fundraiser supporting Center on Halsted. Through June 30, guests can sip with purpose at eight 4EG bars, where every featured Pride cocktail purchased helps support vital LGBTQ+ programs and services across Chicago. Throughout the month, each venue will donate $1 from a specialty Pride cocktail to Center on Halsted, helping fund the organization’s essential community programs, health initiatives, and advocacy efforts.

Participating locations include aliveOne (2683 N Halsted St.) in Lincoln Park; Central Park Bar (2924 N Central Park Ave) and Tune-Up (3810 W Belmont) in Avondale; Easy Bar (1944 W Division St) and Estelle’s (2013 W North Ave) in Wicker Park; Remedy (1910 N Milwaukee Ave) in Bucktown; The Owl (2521 N Milwaukee Ave) in Logan Square; and The Getaway (4530 N Lincoln Ave) in Lincoln Square. Following the success of last year’s campaign, which raised more than $1000 in support of the LGBTQ+ community, 4EG is aiming even higher in 2026.

The Graystone Tavern Hosts Pride Fundraiser

Throughout the month of Pride, Graystone Tavern will donate $1 from each Sun Cruiser purchased to Center on Halsted to help in supporting LGBTQ+ health, wellness, and cultural enrichment. Boston Beer Company will generously be matching all donations at the end of the month.