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Starting at the Chicago Theatre, this 4.5-hour walking tour through downtown combines Chicago’s food, history and architecture in one go. Taste deep-dish pizza, Chicago-style hot dogs, Italian beef and Chicago-style popcorn at classic spots loved by locals. Walk the Pedway and the Riverwalk to see iconic buildings such as the Wrigley Building and Tribune Tower, and visit The Bean in Millennium Park. The tour runs in small groups of up to 12 people, and you will also hear stories from the Prohibition and gangster eras.

Start at the Chicago Theatre and discover
food, history and architecture in a day
Meet your guide under the marquee of the Chicago Theatre to begin your downtown walking tour. With a small group of up to 12 people, it is easy to ask your guide questions. See landmarks such as the Chicago Theatre, Willis Tower and the Art Deco London House, and hear about Chicago’s Prohibition-era legacy and gangster history.
Walk the Pedway and Riverwalk
to see Chicago’s iconic architecture

Walk through the Pedway, the city’s pedestrian walkway, and pass the beautiful Chicago Cultural Center and Chicago City Hall. Stroll along the scenic Chicago Riverwalk as you hear about historic buildings such as Marina City, the Wrigley Building and Tribune Tower, then see The Bean (Cloud Gate) in Millennium Park.
Taste deep-dish pizza, hot dogs and Italian beef

Taste local favorites at classic spots, including Chicago-style hot dogs, deep-dish pizza and Italian beef, plus Chicago-style popcorn. Portions vary by season and venue, but overall they add up to a full meal. At the end of the tour, get insider tips from your guide on where to go next in the city.
※ The itinerary is for reference only, and the order or stops may change depending on local conditions.
※ The tour ends near N Clark St & W Ontario St.
Meeting point :
Under the marquee of The Chicago Theatre
175 N State St, Chicago, IL 60601, USA
Meeting point information:
Meet your guide under the large marquee at the front of the Chicago Theatre. Both the small-group and private tours meet here. The tour ends near N Clark St & W Ontario St.
175 N State St, Chicago, IL 60601, USA