Chicago in a Day: Food and Architecture Private Walking Tour

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With captivating stories and delectable treats, discover the rich tapestry of Chicago's history and flavors, ensuring an unforgettable journey through the Windy City!


  • Take in Chicago’s breathtaking art and architecture!
  • Stroll Chicago Riverwalk for picturesque skyline views.
  • Savor heritage cuisine in Chicago Loop.


Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, picturesque Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way).  From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago fare and get to know the history and how-tos (and how-not-tos) behind iconic street and comfort food staples - from the infamous deep dish pizza to sandwiches to a loaded hot dog!  Your local guide will entertain with fascinating stories and the everyday immigrant chefs and vendors responsible for Chicago’s eclectic food scene. By the end of the tour, you’ll have a deep appreciation for both the evolution of this excellent city and the role food has played in the lives of all Chicagoans!


Local English-Speaking Guide A variety of food samples (such as a slice of deep-dish pizza, a sample of local street food, a sweet treat, and a bite of an additional Chicago classic). Food options and portion sizes vary - total amount of food equals a full meal.

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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