USA · WALKING TOURS IN CHICAGO

The 4 Best Walking Tours in Chicago

4 tours  ·  ★★★★★★★★★★ 4.9 average  ·  from $36

This is the shortlist to send a friend: 4 walking tours in Chicago worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Chicago: Gangsters and Ghosts Walking Tour - The Loop, about 35 minutes of Chicago’s darker past
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Chicago: Gangsters and Ghosts Walking Tour

1.Gangsters and Ghosts Walking Tour

★★★★★★★★★★5.0 · 7,155 reviews · from $52Our pick

Explore Chicago’s gangster past and ghost stories on a historian-led Loop walk, with stops at the Palmer House, Riverwalk, and Congress Hotel.

“Willis was a great story teller! Easy to find, the only wish is that we were able to stop in more places. Most of the tour is just walking outside not in actual buildings.”

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Chicago Favorites Ultimate Food and Walking Tour - Lou Malnati’s or Gino’s East: starting with deep dish
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Chicago Favorites Ultimate Food and Walking Tour

2.Chicago Favorites Ultimate Food and Walking Tour

★★★★★★★★★★5.0 · 1,962 reviews · 3 hours (approx.) · from $84

Chicago food tour review covering deep dish, hot dogs, Italian beef, landmarks, guide quality, price, weather, and the bike or kayak bonus.

“It's a fun and delicious way to be introduced to local food and history. We loved hearing about the architecture of famous buildings downtown. All of the food was tasty. Our tour guide was fabulous, fun, and well-informed. Highly recommend this introduction to Chicago!”

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Chicago: Gangsters and Ghosts Guided Walking Tour - Chicago Riverwalk and the city’s darker waters
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Chicago: Gangsters and Ghosts Guided Walking Tour

Chicago in a Day: Food, History & Architecture Walking Tour - The Pedway and the Practical Side of Chicago
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Chicago in a Day: Food, History & Architecture Walking Tour

4.Chicago in a Day: Food, History & Architecture Walking Tour

★★★★★★★★★★5.0 · 1,153 reviews · 4 hours 30 minutes (approx.) · from $100

Taste deep-dish pizza, hot dogs, Italian beef, and Chicago history while walking the Loop, Riverwalk, Magnificent Mile, and Millennium Park.

“Dave was extremely knowledgeable about Chicago. He gave excellent histories about various places and foods. I appreciated his candor and enthusiasm. The places he took us for food were solid and enjoyable. His ability to help us appreciate our surroundings was a pleasure. At times, his stories were sometimes complicated and difficult to follow - alas that is history sometimes. I think shortening the tour by 30-45 minutes would have made it better.”

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