Make your way to Lou Malnati's Pizzeria at 10:45 a.m. to meet your guide and your group for a 3-hour culinary walking tour of Chicago. This tour covers about 1.4 miles (2.2 kilometers) of walking and includes six food tastings — enough for a filling lunch.
Your first stop is Lou Malnati’s Chicago deep-dish style pizza, one of the best regarded pies in the city. Skip the line and taste it for yourself.
Then, continue through downtown Chicago en route to the Mexican street-food style joint XOCO, learning about the history of the area and major landmarks as you go. Al’s Beef in Chicago’s Little Italy neighborhood, Portillo’s Hot Dogs, and Garrett Popcorn come next — all classic Chicago chow with deep roots in the area.
Cross Michigan Avenue and walk down the aptly named Magnificent Mile to see the Wrigley Building, Tribune Tower, Chicago Water Tower, and more between bites. Complete your tour at the Cambria Hotel Chicago at roughly 2 p.m.