Chicago Pickle Fest | May 9 | 11AM

Chicago Pickle Fest is a 21+ Wrigleyville bar-crawl style festival taking place Saturday, May 9, 2026, from 11am–6pm, that transforms participating bars into a pickle-themed experience featuring specialty cocktails, pickle beers, pickleback shots, and creative food specials. Guests move between venues throughout the day while enjoying live DJs, music, and a high-energy social atmosphere with themed photo ops and giveaways. Blending nightlife and novelty food culture, it’s a group-friendly Chicago event built around a playful, pickle-inspired twist on a traditional bar crawl.