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Taste of Chicago 2026 brings big-city flavor to the starting point of Route 66 with a summer celebration that’s all about iconic eats, live music, and Chicago pride. Held in the city where the Mother Road begins, this beloved food festival serves up dishes from some of Chicago’s best restaurants alongside concerts, pop-up experiences, and family-friendly fun. Whether you’re fueling up before a Route 66 road trip or just soaking in the atmosphere, Taste of Chicago is a classic stop that pairs perfectly with the city that started it all.









