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Free Chicago Walking Tours

Establishment service Tour operator Sightseeing tour agency

👍👍 It was a lovely experience. Jeffrey is very knowledgeable and shares a lot of cool facts about Chicago! He took us to the City Hall, Macy’s, Cultural Center and underground. People often mention tour, Chicago, Matt, Paul, knowledgeable, history, walking,


Website

www.freechicagowalkingtours.com

Contact

(847) 875-5655

Rating on Google Maps

4.90 (103 reviews)

Open on Google Maps

Working Hours

  • Sunday: 10 AM to 5 PM
  • Monday: 10 AM to 5 PM
  • Tuesday: 10 AM to 5 PM
  • Wednesday: 10 AM to 5 PM
  • Thursday: 10 AM to 5 PM
  • Friday: 10 AM to 5 PM
  • Saturday: 10 AM to 5 PM

Featured Reviews


Frequently mentioned in reviews: tour (22) Chicago (11) Matt (9) Paul (8) knowledgeable (7) history (7) walking (7)
Reviews are sorted by relevance, prioritizing the most helpful and insightful feedback at the top for easier reference.
  • 5/5 Karla V. 3 months ago on Google • 27 reviews New
    It was a lovely experience. Jeffrey is very knowledgeable and shares a lot of cool facts about Chicago! He took us to the City Hall, Macy’s, Cultural Center and underground.
    1 person found this review helpful 👍

  • 5/5 Janelle S. 5 years ago on Google • 7 reviews
    I spent Easter weekend in Chicago and had such a great time with Matt on the Riverwalk Tour! Matt is a great orator and very knowledgeable about the history of the city and the architecture. The tour is 2-hours, so wear comfy shoes. Depending on when you're in Chicago, you may also want to dress appropriately for the weather. The next time I visit, I will have to do the Gangster's Tour, which I'm sure is really interesting!
    1 person found this review helpful 👍

  • 5/5 Jesús M. 1 year ago on Google
    We made the Riverwalk History & North Loop Tour, it was good. Jeffrey was our guide, he is very nice, he gave us tips about Chicago, Skyscrapers, the river and other monuments. It took us a couple of hours :)
    1 person found this review helpful 👍

  • 5/5 ramyaa p. 1 year ago on Google
    Paul was an amazing tour guide! He was hilarious, passionate, and very descriptive. It was very easy to talk to him and ask him questions and he definitely made the whole tour a very fun experience.
    1 person found this review helpful 👍

  • 5/5 Karen Q. 5 months ago on Google • 146 reviews
    We had an amazing time with Jeffrey, he is very nice and give a good detailed stories. We booked one day in advanced.

  • 4/5 Erin G. 6 months ago on Google • 33 reviews
    The Off the Grid Tour - River North & The Loop was amazing, it covered a lot of the hidden gems inside buildings I otherwise would have walked right by! Learned a mix of food, mob, sports, and architecture history. Some of it did seem a little long and my only suggestion would be to shorten some stops around the tour since some people started to wander off at the end.

  • 5/5 Laura Marianela Jaimes B. 6 months ago on Google • 28 reviews
    Maria did a great job. She took us to many places, and taught us about the history of Chicago. This was my first first walking tour in Chicago and I Recommend it. I’m sure I will look for any other free walking tour in other Siri as I had a great experience with this one. Thanks again to Maria.

  • 5/5 Juliana V. 6 months ago on Google • 12 reviews
    We did the Gold Coast tour with Paul and it was fantastic! I strongly recommend this tour to anybody who wishes to get to know Chicago in more detail. Paul is very friendly and has a lot of knowledge about the area. I would like to join more of these tours when I get a chance.

  • 5/5 Omar A. 5 months ago on Google • 11 reviews
    Jeffrey is a very nice and friendly man. His tour was very informative and at the right pace. I would recommend taking a tour with him, he gives a lot of interesting information.

  • 5/5 Emiliano R. 10 months ago on Google • 10 reviews
    I took the "Elegant Chicago: A Gold Coast Walking Tour" with Paul and was great. I, as a spanish native speaker, found it easy to understand his explanations. He talked about history, architecture, etc with evident passion. I would recommend him 100%. Thanks Paul!

  • 5/5 Dennis C. 4 months ago on Google • 6 reviews
    Great tour of holiday lights inside buildings and outside !

  • 5/5 Doug and Sandy K. 7 months ago on Google • 3 reviews
    Paul Cahill took us on 2 wonderful walking tours, Riverwalk and Gold Coast. He is very knowledgeable, easy to talk to and ask questions. He was also very attentive to participant needs.

  • 5/5 Merscoe 9 months ago on Google • 3 reviews
    We toured State stree with Jeff. He was amazing and had a ton of information that he graciously shared with us. Best walking tour ever, approved by my 14 yrs old son who is usually bored all the time. According to him the tour was the highlight of the trip, better than the concert, the reason for our we Chicago trip.

  • 5/5 Tom H. 1 year ago on Google
    Matt has excellent knowledge about the city, the history and is capable of presenting it in a fun and interesting and exciting way. We went to both of his walking tours that day and it was just amazing, one of the best walking tours we had around the globe. Also Matt’s German is excellent.

  • 5/5 Marilia S. 8 months ago on Google
    Maria, our Guide in Mobster (crime and gangster tour) was awesome! Neither the rain nor the wind prevented her from going on and sharing her vast knowledge with us.

  • 5/5 Zacharie BEN E. 1 year ago on Google
    Excellent history and architecture tour, if you want to walk around the main spots of the city. Special thanks to our excellent guide Matt!

  • 5/5 Dan 1 year ago on Google
    We really enjoyed this tour. Paul was knowledgeable and approachable. Would definitely recommend!

  • 5/5 Winston H. 1 year ago on Google
    This tour was worth it. Paul was knowledgeable and funny. I had an awesome time learning about the dark history of this city.

  • 5/5 Gabriella R. 1 year ago on Google
    We really enjoyed our tour with Matt yesterday. It was very informative, fun and while we walked around quite a bit, there were built in breaks to sit in the shade and take a rest from walking. Matt was very knowledgeable and answered all of our questions

  • 5/5 Arnab S. 1 year ago on Google
    We did the Downtown loop with Matt. Lots of interesting stuff. Though there was some duplication of what we jad learnt from the boat architecture tour, there was lots of new stuff. Matt was a enthusiastic and knowledgeable. Recommend.

  • 5/5 Laura C. 6 months ago on Google • 1 review
    Great tour of Chicago even in slightly dodgy weather! Very informative, particularly highlighting the best pizza/hotdog/popcorn places to eat as well! Tom was able to adapt the tour to highlight things that particularly interested us and gave some good ideas of other things to do in Chicago.

  • 5/5 Silvia R. 6 months ago on Google • 2 reviews
    Interesting and amusing tour with Tom!


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