1. Inside Chicago Walking Tours

    1. Inside Chicago Walking Tours

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    Chicago, IL

    Inside Chicago Walking Tours

    5.0 (112 reviews)
    Closed 9:00 am - 6:00 pm

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    The Rookery
    kris r.

    We had a wonderful and informative tour given by Adam. We are both Chicagoans and learnt a lot about Chicago architectural and general history. So much interesting information. Looking forward to going on another tour from this group.

    Henry was an amazing guide. He brought his passion for architecture and engineering to our Art Deco tour, showing us the optimism and opulence of the era. I can't recommend this tour enough.

    Ease of booking Pleasant customer service Tour guide Kaylee excellent Extremely knowledgeable and interesting

    Kylie, as a tour guide, is animated but loud and clear in her delivery.
    Ron O.

    As the tour guide, Kylie was very knowledgeable and, most importantly, a great and pleasing personality that made the tour educational and pleasant despite the biting cold! (We're from California!) Also, we were running late because of the Chicago BOA Marathon, but Hillary from the tour office ensured we did not miss our tour. She and Kylie coordinated so we could still join the tour despite being 20 minutes behind.

    Tiffany Ceiling

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    9 years ago

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    8 years ago

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    10 years ago

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    11 years ago

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    7 years ago

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    9 years ago

    I have taken two tours with Hillary. Fabulous and educational experience. Highly recommended.

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    8 years ago

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    12 years ago

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    12 years ago

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    Hillary M.

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    12 years ago

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    9 years ago

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    10 years ago

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    12 years ago

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    11 years ago

    We thoroughly enjoyed our walking tour. Hillary was a fantastic guide and gives you the facts! not the fiction. Definitely would recommend.

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    11 years ago

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    10 years ago

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    6 years ago

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    9 years ago

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    12 years ago

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    12 years ago

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    11 years ago

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    12 years ago

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    Hillary M.

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    12 years ago

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    11 years ago

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    12 years ago

    Personalized tour - fun and informative!! Thanks for the inside info on Chicago.

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    12 years ago

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    Page 3 of 3

    Ask the Community - Inside Chicago Walking Tours

    Review Highlights - Inside Chicago Walking Tours

    Five friends came with me today on a private 2-hr tour of a slice of Chicago with Hillary from Inside Chicago.

    Mentioned in 48 reviews

    Read more highlights

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    Chicago Detours - Beyond dates and names of architects, we dig into the ways in which we interact with architecture.

    Chicago Detours

    4.9(272 reviews)
    1.9 miRiver West, Noble Square, West Town

    During Parents' Weekend at the University of Chicago, the university offered tours of the…read moreneighborhood through Chicago Detours. My wife did this tour a couple years ago and highly recommended it, but I wasn't especially interested because I had also gone to school here and figured I knew enough about Hyde Park already. However, she insisted that it would be worth our while and so I agreed to climb on the bus. And it was the absolutely right decision, because the tour was excellent. In fact, it wasn't just a tour of Hyde Park. It included the surrounding neighborhoods of Washington Park, Kenwood, Jackson Park, and Woodlawn. Since this was a UChicago sponsored event much of the information related to the University's investment and involvement in the area. Our tour guide and founder of Chicago Detours, Amanda, is herself a graduate of UChicago and thus she had some additional insight into the relationship with the community. Though the 75-minute tour felt a little slow-going at times, there was much to learn about the vibrant but sometimes troubled history of the area. Amanda has tremendous knowledge and the excursion was both fascinating and entertaining. I can imagine that Chicago Detours would have equally interesting tours of other neighborhoods in this diverse city.

    Virtual tours are such a cool thing to do right now. I attended a Yelp Elite event that was a…read morevirtual food tour of Chicago. It was incredibly informative and a good balance of history and current trends. Looking forward to attending more virtual tours, like the World's Fair and the Cruise From Your Couch Boat Tour. I loved seeing the pictures of the in-person tours and can't wait to attend some of those too.

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    Chicago Detours - On an architecture tour, you'll venture into spaces many locals don't know

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    Chicago Detours - Enjoy drinks in opulent settings like the Chicago Athletic Association Hotel on the 1893 World's Fair Walking Tour with Bars and Food.

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    Chicago Architecture Center

    Chicago Architecture Center

    4.8(816 reviews)
    0.6 miThe Loop

    This is a must-do when you visit Chicago. The architectural tour was very fascinating and…read moreinformative. While the tour is an architectural focus, Chicago's history is intertwined, and it was interesting to see how historical events influenced design and the planning of the area. Our tour guide, Jessica, was so knowledgeable and a great speaker. The tour lasted almost 90 minutes, and traverses the three branches of the Chicago River. The boat offers seating on the top deck and inside. For the best views, the top deck is better. We took the 10:00 tour, and there was ample seating in early June.

    If you're in Chiago you have to do the Architecture tour at least once. If you're in Chicago…read moreduring the Summer as I was you can seek sanctuary in the air conditioned lower level. I wish the audio was a little bit louder on that level due to the sound of the fans and people talking. If you like my reviews, consider "following" my profile for reviews all across the SF Bay Area . Why "follow" someone? It causes the person you follow's reviews to tier to top when you pull up a business. I find this very handy when researching venues. Rod's Review grading scale explained. Essentially I personally base it on the likelihood of a return visit and I try to be stingy with 5 star reviews since they should be "special" in my eyes. Price/Value also play a role obviously but there are $ and $$$$ littered across my grading scale. 5 stars - "I'll go out of my way" (approx 6 % of my reviews) 4 stars- "If I was in the area I'd go here and would recommend", (approx 38% of my reviews) 3 stars "Maybe if was nearby", (approx 37% of my reviews) 2 stars -"Would likely not return, Only if you want to go", (approx 16% of my reviews) 1 star -"No thanks, even if I was hungry", (approx. 3 % of my reviews)

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    Chicago Architecture Center
    Chicago Architecture Center
    Chicago Architecture Center - Amazing right?

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    Amazing right?

    Inside Chicago Walking Tours - architecturaltours - Updated July 2026

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