CONTENTS FEATURES RESOURCES CHICAGO PRIDE Home to the country’s oldest LGBTQ+ neighborhood, Chicago offers an array of queer-owned shops, restaurants, clubs, and attractions across the city. BY ROSALIND CUMMINGS-YEATES Hollywood Beach SHOPPING Head to the bustling, multicultural enclave of Rogers Park to browse the expertly curated selection of wine, artisan cheeses, charcuterie, and locally made gifts at Provisions . Go a little further south to visit the shop’s Uptown location. The Magnificent Mile is home to SPACE 519 , a chic European concept store with women’s apparel, home goods, and The Lunchroom cafe nestled within its space. Stroll through West Town to find Seek , a boutique filled with well-priced vintage clothes and housewares. Snag trendy streetwear like tees, baseball caps, and hoodies with LGBTQ+ themes at SOUNDOFF in the lakeshore Edgewater community. Pick up cards, journals, calendars, and more at Paper & Pencil , a charming stationery store in Andersonville. Lady Gregory’s Irish Bar & Restaurant serves upscale gastropub fare and more than 300 whiskeys in Andersonville. A Chicago institution, Ann Sather features breakfast favorites like their famous cinnamon rolls and Swedish lingonberry pancakes in Edgewater and Lakeview. Located in Woodlawn, Build Coffee offers a cafe menu of sandwiches, salads, and lattes, as well as an extensive bookstore. Dig into succulent brisket, pulled pork, or smoked chicken with soul food sides at Lexington Betty Smokehouse in the landmark Pullman neighborhood. The family-owned Williams Inn Pizza & Sports Bar offers pizza, pasta, and cocktails in the South Loop. The award-winning Kale My Name crafts globally inspired, plant-based dishes like cauliflower wings and a jackfruit wrap in diverse Albany Park. James Baldwin and Bessie Coleman in Andersonville. Dorothy , a vintage-inspired lesbian bar nestled in a cozy basement in the West Town neighborhood, features regular live performances. A beloved Chicago club, The Baton Show Lounge in Uptown boasts 54 years as the premier drag showcase in the country, offering drinks and a great show. A historic gay club in the South Shore neighborhood, Jeffery Pub has provided a welcoming space with a small dance floor and attentive bartenders for over 40 years. A popular entertainment spot for decades, Roscoe’s Tavern is known for its packed dance floor and drag shows in Northalsted. The Cauldron weaves magic with potion-making cocktail classes, magic wands, and a wizard-themed speakeasy nestled inside a bank vault in hip Wicker Park. The oldest Latinx drag bar in the country, La Cueva Nightclub showcases dancing and The Cauldron DINING Enjoy contemporary American dishes, cocktails, and unforgettable drag performances at the Kit Kat Lounge & Supper Club , a staple in the Northalsted neighborhood. NIGHTLIFE Stylishly laid-back cocktail lounge Nobody’s Darling delivers innovative cocktails named for Black icons like 18 choosechicago.com TOP TO BOTTOM: ADAM ALEXANDER PHOTOGRAPHY; THE CAULDRON