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Chicago Architecture Walking Tour: Historical Masterpieces of the Loop

  • 2-hour architecture walking tour of Chicago's Loop
  • Explore the city with a local guide
  • Learn about Chicago history and culture
Chicago Architecture Walking Tour: Historical Masterpieces of the Loop
From US$30.00
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
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Chicago Architecture Walking Tour: Historical Masterpieces of the Loop
From US$30.00
Learn the stories behind the skyscrapers on a 2-hour walking tour of Chicago’s architectural history and highlights. Follow your knowledgeable guide through the Loop district,  take in the city’s most important buildings and get a new perspective on the Second City skyline. Enjoy the bustling streets of this diverse, vibrant neighborhood as you compare buildings across time and contrast works by the same architect. You’ll never look at Chicago’s iconic building the same way again.
What to Expect
Here, in the “City of the Big Shoulders,” America saw its first skyscraper, a daring, innovative, steel-framed “giant” of its time – though only 1/10 the height of the current tallest building in Chicago. And though you can no longer see this revolutionary building. You will get as close as possible to that moment in history: Not only will you see the exact spot where it once stood – something you’d likely see on other walking tours – but you’ll also see a comparable building designed by the same architect, at the same time, of the same height and same style – something you’d surely miss on other walking tours. You will take a contextualized approach to teaching history that sets itself apart, making Chicago’s architecture come alive for tourists and Chicagoans alike: You will receive the right context for learning about the past through the lens of the present; see the stories behind the walls come alive.

Take a well-walked path of Chicago’s historical architecture, but in its unique, entertaining, and memorable way. You’ll be looking at architecture – and history – in a whole new light!

Chicago’s Loop, a lively mix of history, business, art, and culture, contains so much to experience. There are separate, three tour routes. Come explore some of the most important historical architecture of downtown Chicago and get to know this architecturally significant city from past to present.
Reviews (19)
1 - 5 of 17 reviews
Reviewed yesterday via mobile
Open your eyes - for a fantastic morning!!

Adam took us on the Open your Eyes - secrets of the Loop tour - this week. We had such a good time. Adam was engaging and knowledgeable, and Chicago architecture is a known wonder. BUT what fun to look at things that aren't as...More

Thank Hoyaheel
Reviewed 5 days ago
Wonderful Way To See The City From A Different View

Hillary is funny, knowledgeable and makes walking around Chicago interesting. We did two tours on the same day, the Architecture tour and the Christmas Tree Crawl and thoroughly enjoyed both of them! The walking was easy, the sights were beautiful and Hillary is knowledgeable about...More

Date of experience: December 2018
Thank RamomaDe19971
Reviewed 3 weeks ago
Great Architectural Tour of the Loop with Hilary

My daughter and I had a really interesting tour of the insides of of some of the great buildings of Chicago. Our guide, Hilary, was very friendly, engaging and knowledgeable and gave the people on the tour personal attention. We walked around the Loop area...More

Date of experience: November 2018
Thank urbanrunner25
Reviewed 3 weeks ago via mobile
Incredible Tour- We will be back!

Hillary did an amazing job on this tour and it left us wanting more! She was so knowledgeable and fun! She had so many great facts and was full of information. We will definitely be taking more tours with Inside Chicago. I highly recommend this...More

Thank everdayamber
Reviewed 31 October 2018
Engaging, Interesting Fun

Our tour guide, Hilary, was engaging and fun while leading us on an adventure starting with the Sears Tower and ending up in the Chicago Cultural Center. She was knowledgeable, not only of the architecture, but also the history and intents of the designs. The...More

Date of experience: October 2018
Thank Tony H
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