Experience the best of Chicago with our guided tour! Explore iconic architecture and indulge in deep dish pizza and other local treats. Discover the city’s history and vibrant food scene.
- Chicago Pedway - You’ll head into the network of tunnels and bridges that connect skyscrapers and retail stores to see how locals move around the city (especially during those Midwestern winters)!
- Chicago Riverwalk - If the weather is good, we’ll be able to take a wander down to this iconic river and soak in the views it has to offer. Sights include Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower).
- Wrigley Building - You can’t think of Chicago without thinking of the Wrigley Company. This skyscraper with its central clocktower, first built in the early 1900s, no longer houses Wrigley Company, but is home to several other significant businesses and consulates.
- Tribune Tower - This building represents the core of journalism in Chicago and is home to the newspaper ‘The Chicago Tribune’. Soak in the views of this beautifully picturesque building - which marries two of Chicago’s most well-known industries: journalism and architecture.
- Water Tower Place - The second half of your tour begins at the extravagent Chicago Water Tower - definitely unlike any water tower you’ve ever seen! A symbol of “old Chicago,” this building survived the Great Fire and, today, houses the Chicago Office of Tourism art gallery. From here you’ll head off on your Chicago food adventure!
- Downtown / The Loop - Your tour takes place in this lively neighborhood of shopping, nightlife, performing arts scenes, and, of course, restaurants with the best food Chicago has to offer!
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- Lunch
- Additional food and drink, souvenirs, tips and gratuities for the guide.
Experience all of Chicago by combining our key Chicago Highlights & Architecture Tour and the engaging Chicago Food Tour: From Deep Roots to Deep Dish!
Our dual-part exploration kicks off in the bustling heart of downtown Chicago, featuring its iconic old and new architecture, views of the beautiful Chicago River, the bustling Millenium Park, and vibrant city streets (while also stopping for some delicious local bites).
Next, we proceed to the Central Loop, a spot frequented by residents for their popular food choices, at all hours. Get the authentic Chicago taste and learn about the history and procedures (and the do’s and don’ts) behind the city’s iconic street and comfort foods - ranging from the famous deep dish pizza to diverse sandwiches and a fully loaded hot dog!
Your local guide will dazzle you with intriguing tales and the common immigrant chefs and vendors who contribute to Chicago’s diverse food landscape. At the tour’s conclusion, you’ll walk away with a profound appreciation for both this incredible city’s historical evolution and the significant role food has played in shaping the lives of Chicago’s inhabitants!
For a full refund, cancel at least 24 hours before the scheduled departure time.