#2 out of 289 Tours in Chicago on TripAdvisor!

And with a staff size of 2, compared to the big Chicago companies with hundreds of guides, that’s no small accomplishment!

Winner of TripAdvisor's Certificate of Excellence in 2015, 2016, 2017, 2018, and 2019!


Here's just a small sample of the reviews that have helped make us one of the top-ranked tour companies in Chicago, winning the Certificate of Excellence in 2015, 2016, 2017, 2018, and 2019!


“A Chicago Highlight”

AMAZING tour!! Can't recommend Hillary highly enough. She is a true professional and knows her stuff. This was a true highlight of my Chicago visit. Loved seeing the inside of some of these beautiful buildings. I did another walking tour with a different company and there was no comparison. Go with the best--Hilary and Inside Chicago Walking Tour s. I learned so much and I enjoyed the visual feast!

“If I could .. I would take all of Hillary's tours!  They're that good!”

Inside Chicago Walking Tours offers a very unique perspective on Chicago and it's architecture. Whether you're new to the city or you've lived here forever -- this is a tour you should go see!  Hillary was amazing! And I've raved to anyone and everyone about her tour since I've taken it. Her knowledge base is astounding. You will learn so much about Chicago's history and the buildings you will visit, but the information is never dry. Hillary makes her tours interactive and fun. The entertainment value is great! Her tour will leave you with a thirst for exploration and an appreciation for details that might otherwise be overlooked.

“The World Within: Dazzling Interiors of the Loop”

This was an outstanding tour! Our guide, Hillary, was so knowledgeable and entertaining. She took inside buildings we'd normally just walk past and we saw the most amazing spaces, but the best part was how she explained WHAT we were seeing. We will definitely take other Inside Chicago Walking Tours and definitely recommend this one! Even if you live and work in the Loop -- maybe especially if you do -- you should take this tour!

“Fabulous walking tour of Chicago”

Hillary was our tour guide for the Creating the Melting Pot: The West Loop and Wolf Point tour. You couldn't find a more knowledgeable tour guide who presents the information in an easy, conversational style. Hillary took us on a visually stimulating and interesting tour through the west part of the city while sharing stories of the people who lived and worked there. Her easy-going manner made all of us feel comfortable on this 2-mile walk. I would highly recommend any Inside Chicago tour.

“Superb walking tour”

Hillary leads these fascinating tours where she introduces Chicago's landmarks in story form. She shapes her tours around her group's interests and gives you the whole story of the city's history, architecture and famous people. I highly recommend any tour she leads and I will look her up on my next visit to Chicago.


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