Experience Authentic Chicago Flavors in St. Augustine

Welcome to The Windy City On Wheels, your go-to food truck in St. Augustine, Florida, where we're dedicated to bringing the bold and flavorful tastes of Chicago to the sunny shores of Florida. With a rich family history spanning over 20 years in the catering truck business, our passion for serving up good food runs deep. Our menu boasts a delectable selection of iconic Chicago fare, including the crowd-favorite Italian Beef Sandwich, the mouthwatering Maxwell Street Polish, and the indulgent Loaded Smash Burger.
But we're not just about the classics; we also offer a variety of options for the little ones with our Kids Menu, as well as tempting sides like chili cheese fries and fresh hand-cut fries. Whether you're a Chicago native missing the taste of home or a local foodie looking for something new, our food truck is here to satisfy your cravings. Give us a call at (904) 540-0045 to place your order, or stop by our location in St. Augustine to experience the flavors of the Windy City for yourself. Your taste buds will thank you!