Architecture Walking Tours


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15 Best Architecture Walking Tours In Chicago

The best of Chicago.

The 15 best architecture walking tours in Chicago, with honest prices, run times and who you book through. Which ones are worth your time downtown, and what each one actually gets you.

15 Best Architecture Walking Tours In Chicago

Original Chicago Architecture Interiors Tour: Dazzling Interiors - Chicago Cultural Center finale: a strong ending point for photos and context
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Original Chicago Architecture Interiors Tour: Dazzling Interiors

1.Original Chicago Architecture Interiors Tour: Dazzling Interiors

A 2-hour Loop walking tour focused on jaw-dropping building interiors, ending at Chicago Cultural Center, with a local guide for $35.

Most Popular 5.0

“Out tour guide is Heath. I think he is great at explaining things and he has abundant knowledge of architecture. I really enjoyed his interpretation along the way and it made the tour very enjoyable. If you’re not a local, it’s hard to find these places yourself. In my opinion the tour is really worth…”

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Chicago in a Day: Food, History & Architecture Walking Tour - The Chicago Pedway: see downtown Chicago the way locals do
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Chicago in a Day: Food, History & Architecture Walking Tour

2.Chicago in a Day: Food, History & Architecture Walking Tour

Deep-dish, hot dog, Italian beef and Chicago skyline stories on a small-group 4.5-hour walk with the Pedway and The Bean.

5.0

“Dave was extremely knowledgeable about Chicago. He gave excellent histories about various places and foods. I appreciated his candor and enthusiasm. The places he took us for food were solid and enjoyable. His ability to help us appreciate our surroundings was a pleasure. At times, his stories were sometimes complicated and difficult to follow -…”

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Chicago's Secret Interiors Architectural Walking Tour - Stop 1–3: The Loop’s money core, Financial Canyon, and Union Station
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Chicago’s Secret Interiors Architectural Walking Tour

3.Chicago’s Secret Interiors Architectural Walking Tour

Chicago Loop interiors and skyline views on a 2-hour walking tour with rare access to lobbies, domes, mosaics, and iconic landmarks.

5.0

“I’ve done several Chicago tours and this one is up there with the architecture boat tour as the best ones. Shout out to Matt, our tour guide - he was very informative.”

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Chicago: Secret Interiors Architecture Walking Tour - Union Station Meeting Point: Where Your Route Really Starts
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Chicago: Secret Interiors Architecture Walking Tour

Chicago Architecture Tour: Underground Pedway and the Loop - Starting at LaSalle: The Route Sets You Up for an Easy Two Hours
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Chicago Architecture Tour: Underground Pedway and the Loop

Chicago: Underground Pedway & Downtown Secrets Walking Tour - Part One: How the Chicago Pedway Works Under Full Blocks
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Chicago: Underground Pedway & Downtown Secrets Walking Tour

6.Chicago: Underground Pedway & Downtown Secrets Walking Tour

Explore Chicago’s Underground *Pedway* with an expert guide, secret interiors, and art meaning clues near Millennium Park.

4.7

“Adam was great. It was a perfect day for taking the pedway as it was a little gloomy and chilly outside. I'm now curious to explore more and am going to see what other tours this brand has. Keep up the good work.”

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Chicago Walking Tour: Art Deco Skyscrapers Loop - Your 90-minute plan: what you’ll do and how to prepare
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Chicago Walking Tour: Art Deco Skyscrapers Loop

7.Chicago Walking Tour: Art Deco Skyscrapers Loop

A small-group Loop walk focused on Chicago’s art deco skyscrapers, with interior stops and Chicago Architecture Center gallery admission.

5.0

“I would give this tour the 5 stars, highly recommended. Some gems you would otherwise not know about. We absolutely loved it. Our tour guide was fantastic!!!”

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Chicago Architecture Walking Tour: Incredible Art Deco Interiors - Price and Time: Does $35 Feel Like a Good Deal?
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Chicago Architecture Walking Tour: Incredible Art Deco Interiors

Chicago Architecture Walking Tour: What's New - Chicago Architecture Center stop: galleries included and how they help
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Chicago Architecture Walking Tour: What’s New

9.Chicago Architecture Walking Tour: What’s New

A small-group Chicago Architecture Center walk focused on new Loop buildings, CAC galleries included, plus quick stops at Tribune, St. Regis, and Apple.

5.0

“We loved our rainy tour with Paul! He was able to answer all our questions and had a grat outlook on a less than ideal Chicago day. Highly recommend!”

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Chicago Walking Tour: Art Deco Skyscrapers Riverfront - Price and what $35 buys in real life
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Chicago Walking Tour: Art Deco Skyscrapers Riverfront

10.Chicago Walking Tour: Art Deco Skyscrapers Riverfront

Chicago Art Deco riverfront walking tour with CAC lobbies, five big Art Deco stops, certified guide narration, and small-group pace for $35.

5.0

“This is a wonderful walking tour. We visited a lot of landmarks like the Mart and the carbon and carbide building. Our guide, Ron Roman, was approachable, professional, and above all knowledgeable. We learn so much from the tour. ArchitRead more”

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Chicago's Original Dazzling Architectural Interiors Tour - A time jump to the 1880s: how Chicago’s early downtown still holds power
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Chicago’s Original Dazzling Architectural Interiors Tour

Chicago Art Deco Madness Walking Tour - Meeting in the Loop: Start at 231 S LaSalle, Finish Near Wacker
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Chicago Art Deco Madness Walking Tour

12.Chicago Art Deco Madness Walking Tour

Chicago Loop art deco walking tour with interior-designer guide, small group, about seven 1920s buildings, plus lobby views when open.

5.0

“It was terrific! The art deco is so beautiful and cool, but the histories behind the buildings and architecture made it even better. Excellent experience!”

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Chicago: Art Deco Skyscrapers Walking Tour - The 90-minute format: small group, easy pace, inside access
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Chicago: Art Deco Skyscrapers Walking Tour

Holiday Walking Tour: Underground Chicago via the Pedway - Meeting at Swissotel Chicago and descending into the Pedway
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Holiday Walking Tour: Underground Chicago via the Pedway

14.Holiday Walking Tour: Underground Chicago via the Pedway

A small-group guided walk through Chicago’s Pedway, plus holiday sights, a ride on the L train, and an end at The Bean.

5.0

“Our guide Tom was a life long Chicago resident and extremely knowledgeable and personable. He catered the tour to fit the interests of our family. Our son had recently moved to Chicago and he gave him several ideas on how to further explore the area. We will definitely be doing another tour with him when…”

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Chicago History and Architecture Walking Tour with Boat Cruise - Cloud Gate and Millennium Park: the quickest Chicago win
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Chicago History and Architecture Walking Tour with Boat Cruise

More Architecture Walking Tours In Chicago

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