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You may have experienced the buzz of activity throughout Chicago’s Loop: business people and politicians rushing from meeting to meeting, tourists scurrying from sight to sight on their “To See” lists, suburbanites zipping from store to store on their shopping sprees. But you’ve probably never glimpsed the enchanting world that lies just behind the doors of many of the buildings that people pass by every day! You will be guided away from the hustle and bustle of downtown Chicago, and into some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a seasoned, in-the-know tour guide.

There are a number of buildings worth visiting for their interior architectural details, buildings that offer tourists the opportunity to enjoy over two centuries’ worth of hidden architectural wonders lying just behind the noisy facade of the Loop. On these walking tours, you’ll be amazed at the beauty lying just beyond the facade that everyone else sees. With Inside Chicago Walking Tours, you’ll get to know Chicago like you’ve never known it before!

Chicago’s Loop, full of offices, courtrooms, retail spaces, and all kinds of business, is truly an overlooked treasure in terms of its gorgeous interior spaces. There is so much beauty there, behind that noisy exterior: It’s a beauty that is visible and there for the taking. See this “second side” of the Second City!
Locations visited
The Loop
Inside Chicago Walking Tours
See the overlooked highlights of Chicago’s Loop district with a 2-hour walking tour that takes in the best of the bustling, vibrant neighborhood’s inside spaces. Get behind the façades to explore stunningly designed interiors as you follow a specially-designed route with an experienced guide. Learn about the city’s architecture, art and history while visitng a side of Chicago that’s beyond the tourist trail, and experience the Windy City with a local perspective.
  • 2-hour walking tour of Chicago's Loop
  • See the district's most fascinating interiors
  • Explore the hidden side of Chicago with a local guide
  • Get a unique view of the city
  • Fun experience for locals and visitors alike
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All reviewsgreat guideexcellent tourarchitectural tourhillaryarchitecturetoursdepthhistorycityinsightinformationknowledge
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1 - 5 of 63 reviews
Reviewed yesterday
Like Meeting Up With A Good Friend

Touring with Hillary is like meeting a good friend who is excited to tell you everything about the city they love. She is happy, knowledgeable, and makes you feel at ease in such a busy city. I can't wait to take the rest of my...More

Thank Michael B
Reviewed 2 days ago
Fun & Informative Tour for locals and tourists alike

My sister and I booked Hillary's Dazzling Interiors walking tour for our last day in Chicago. We have done other walking tours with Chicago Architecture Foundation with mixed results. She was an engaging and energetic guide and didn't seem to have a "pat" commentary on...More

Thank CMBarbie
Reviewed 3 days ago via mobile
Architecture of the loop

Hillary was awesome. Great historical tour with hidden Chicago gems of all kinds. She really knew her stuff and had lots of great access to beautiful buildings.

Thank Jim E
Reviewed 2 weeks ago
Personalized Tour

Hillary adjusted the tour to meet the needs and interests of our group. I have taken many tours in other cities, but this by far was the best. Hillary is enthusiastic, extremely articulate, and makes interesting connections to literature and history. The groups are small...More

Thank rgrensta
Reviewed 2 weeks ago
Interesting insite into Chicago architecture

As expected Hillary did a great job. Very informative and engaging. Looking forward to the next tour in a few months.

1  Thank Jerrold O
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17 August 2018|
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