Walking Tours in Chicago

THE 10 BEST Chicago Walking Tours

Walking Tours in Chicago

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HK$0 - HK$4,100 +
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144 places sorted by featured
  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.
Showing results 1-30 of 144
*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.

What travellers are saying

  • Alexis F
    1 contribution
    5.0 of 5 bubbles
    Jeff made the experience so much more than i thought it would be, he is full of chicago knowledge that just rolls off the tongue. 100% recommend
    Written 15 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Lindsay B
    9 contributions
    5.0 of 5 bubbles
    Connor was an excellent, kind, accommodating tour guide! He made us feel so welcome, the stories behind the creation of these gorgeous historical buildings were fascinating, and the interiors truly beautiful. Thank you for sharing your knowledge of Chicago’s rich architectural history with us, today! I highly recommend “Secret Interiors of Chicago!” ~ Lindsay, New Orleans, LA
    Written 17 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • JPete273
    Redding, CA359 contributions
    5.0 of 5 bubbles
    5 star. Great tour.
    We loved all the places Rich took us .You can tell he has done his homework. We would never have been able to find all the places he took us.
    Written 16 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Edward T
    United States8 contributions
    5.0 of 5 bubbles
    Very interesting tour and history about Chicago gang history. Our guide Alan was very knowledgeable and told us things I had no idea about. Highly recommend.
    Written 18 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Jennifer Y
    Durham, NC7 contributions
    5.0 of 5 bubbles
    Fantastic time for everyone!!! So much you would never know is even there and Adam, our guide, was amazing. 100% must do!
    Written 15 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Ashley A
    1 contribution
    5.0 of 5 bubbles
    We had the best time during our tour! Sue was so knowledgeable about the places we went and was prepared every step of the way! The food was very good and the walk including the buildings we went through were an added bonus! I would recommend this to anyone coming to Chicago and would hope they would have Sue as their guide!
    Written 13 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Wanderer264806
    1 contribution
    5.0 of 5 bubbles
    Joel was our guide. The museum was a good experience but Joel made it better. I would have missed alot without him. He was very knowledgeable and personable. I would do it again.
    Written 17 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Stacy M
    Ohio51 contributions
    5.0 of 5 bubbles
    Our family had a great time with Janine as our Chinatown guide. Great food options. She was super enthisuaistic about the history and culture of the community. Highly recommend. Easily walkable for our 10 year old and for us.
    Written 16 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • David C
    6 contributions
    5.0 of 5 bubbles
    Dash was awesome. Full of knowledge and took us to great spots for good eats. Really happy with the whole tour. Would highly recommend.
    Written 13 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Jennifer A
    2 contributions
    5.0 of 5 bubbles
    Our guide, Heath, was awesome! Very knowledgeable, had interesting stories, and engaged the group. Good pace for presentation of information, and pace of walking. A very interesting tour, with lots of little known information. 5 stars for guide and tour!
    Written 12 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Heidi M
    3 contributions
    5.0 of 5 bubbles
    We loved Bert's personal stories from when he was young and growing up in Chicago.We loved the stops and detailed explanations of all that we saw.
    Written 17 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Tom P
    1 contribution
    5.0 of 5 bubbles
    We thoroughly enjoyed our tour with Kevin on the Mobsters and Haunted Mysteries of Chicago Tour. Kevin was very informative, guiding us through the amazing dark history of Chicago.

    Kevin guided us to many locations and educated us on the historical relevance of each location in addition to exciting us with many of the stories he told.

    His descriptions were clear and vivid helping us to imagine the many events that have helped to shape this beautiful and historical city.

    Thank you Kevin!
    Written 17 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • GDC
    1 contribution
    4.0 of 5 bubbles
    Josephine was well organized and prompt for tour. Meeting point easily found. Entire tour was enjoyable with lots of fun info, and did not require any special physical demands other than crossing busy intersections!
    Written 27 October 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Guide17245677101
    1 contribution
    5.0 of 5 bubbles
    MaryAnn S provided a great informative upbeat presentation that was complementary to the boat ride. It's about 2 miles of walking and great for those in shape on a nice afternoon. All tours with Chicago Arch Center have been first class. Highly recommend.
    Written 17 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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