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    Inside Chicago Walking Tours

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

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    William G.

    I have taken many tours in different cities at home and abroad. Chicago being the birthplace of the modern skyscraper has many stories to tell about the evolution of turn of the century architecture after the great Chicago fire. Locally we have a great city guide on our local PBS channel 11 who does a fantastic job at uncovering some of the best forgotten stories about our cities past. Of course, I am referring to Geoffrey Baer, whom I have watched on our local PBS many times over the years. So yes, I can say that I am a fan. But you know it's one thing to watch these architectural marvels on TV or in person. I decided to be a tourist in my own city by taking the Original Chicago Architecture Interiors Tour by Inside Chicago Walking Tours. How was it? I loved it. Many of the treasures we uncovered, I have walked by for many years without every going inside and seeing the marvelous interiors firsthand. We also went over the exterior of several buildings that I never stopped to think about the stories behind the buildings history. Yes, I took a lot of buildings for granted. On this tour we went over the timeline and historical evolution of some of some of the significant buildings in our downtown area. Of course, were not able to cover all of them because Chicago is blessed to have so many great buildings with a storied past. I highly, highly recommend this tour to tourists and locals alike. Some of the buildings that were covered were the Chicago Board of Trade, The Federal Building, The Marquette, The Palmer House, and the Chicago Cultural Center (and many more). If you decide to take this tour get ready to be wowed and enlightened about Chicago.

    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.

    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.

    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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    1 month ago

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    9 months ago

    Heath was a great tour guide. He was kind and extremely knowledgeable. His pacing was great and we had a lot of fun.

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    2 years ago

    Kylie took us on a GREAT tour of stunning buildings. Highly recommend this tour for non-architecture people.

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    2 years ago

    Colleen our tour guide did great and is an Improv comedian. Very knowledgeable and fun.

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    Page 1 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

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    chicago architecture center boat tour on the "the first lady" was well done. very rainy day but a…read morechoice of remaining upstairs out in the open, where we were given a big umbrella which was nice, or some of our group went downstairs out of the rain. liz our docent was so knowledgable and informing, 11 out of 10 for her.

    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 River Boat Architecture Tours - Our boat

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    4.7(285 reviews)
    0.8 miNear North Side

    Highly recommend!…read more Easy to book online. Came in early June, 12:00pm reservation. I had booked a tour a year before but had to cancel last minute due to illness and they refunded me 100% the day before. Line started 30 minutes before the departure time so get there early if you want a specific spot. Chairs on top as well as some benches on the side. Seating area downstairs, bar, and complimentary water, lemonade, coffee/ tea. Nice bathrooms on board. Ed was an amazing tour guide, very knowledgeable and Chicago local who knows his history of the city!! Informative and funny! *Note: This is the only tour I've been on so I have nothing to compare it too. Some of the other tours looked bigger, I would probably try another one next time just to compare.

    Chicago riverboat architectural historical tour on main branch of river. Time to cruise…read more Nonstop 90 minutes. Talk about the architectural sky scraper wonders. foremost. Mind blowing enormously tall. Alot of humor and details on rental price @$400,000 a year. Famous people like Barack Obama and Oprah Winfrey lived here. Willis seats tower 100 stories tall 1,052 in the Windy City Sky! It's the tallest! there are 37 drawbridges on the main branch river. That's all the facts in my head could remember. The river is alive! The buildings taller than Sequoia redwood trees or Oregon Douglas Fir. Glass, concrete and steel in assorted shapes - seemingly alive like a living tree. I feel the energy of the river and the buildings standing tall. Worth the moolah.

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    Inside Chicago Walking Tours - architecturaltours - Updated June 2026

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