WPB Legacy Businesses

*Legacy Business Recognition is extended to brick-and-mortar businesses that have been functioning within the Special Service Area #33 boundaries (MAP LINKED HERE) for 15+ years, either at the same address or at multiple addresses, all of which must be located within the Special Service Area #33 boundaries.

Starting in 2023, we launched the Legacy Business Awards, where Chicagoans can vote for their favorite WPB Legacy Businesses among a number of categories, and the winners accept their award at our Legacy Business Celebration.

2026 Legacy Business Winners

Best Latin Food - Irazu Costa Rican Restaurant (est. 1990)

Best Spot for a Sweet Tooth - Margie's Candies (est. 1921)

Best Spot to Dance the Night Away - Subterranean (est. 1994)

Best Bang for Your Buck - Sultan's Market (est. 1995)

Best Slice of Pizza - Piece Brewery & Pizzeria (est. 2001)

Best Repair Stop - Goldblatt Sewing Machines, Inc. (est. 1935)

Best Spot to Learn Something New - Bucktown-Wicker Park Branch, Public Library (est. 2006)

Best Fashionable Finds - Penelope's (est. 2002)

Best Spot for a First Date - Le Bouchon (est. 1993)

Best Spot for a Vegetarian Alternative - The Handlebar (est. 2003)

Best Spot to Transform Your Home - Virtu (est. 2001)

2025 Legacy Business Winners

Best Coffee Stop - Wormhole Coffee (est. 2010)

Best Sandwich Stop - Lucia's (est. 2002)

Best Hot Dog Stop - George's Hot Dogs (est. 1948)

Best Brunch Stop - The Bongo Room (est. 1993)

Best Vintage Jewelry Stop - Vintage Underground (est. 2003)

Best Neighborhood Merch Stop - The T-Shirt Deli (est. 2003)

Best Women's Clothing Stop - Una Mae's (est. 1997)

Best Live Entertainment Stop - Subterranean (est. 1994)

Best 3 AM Stop - Gold Star Bar (est. 1938)

Best Martini Stop - Rainbo Club (est. 1936)

Best Convenience Stop - Carnicerias Guanajuato (est. 1981)

Best Lunch Stop - Sultan's Market (est. 1995)

Best Stop for a New Look - Bang! Salon (est. 2006)

Best Artistry Stop - Quimby's Bookstore (est. 1991)

Best Repair Stop - Euro Auto Plex (est. 1988)

Best Awards Host - The Den Theatre (est. 2010)