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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
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.
Write a ReviewReviews (12)

1 - 5 of 10 reviews

Reviewed 4 days ago
Best Couple Hours we Spent!!

Thanks to Inside Chicago, we had a Fabulous time seeing places inside and out that we would never have noticed. We Loved our Guide, Hilary - she is smart, funny and very knowledgeable. We had a group of maybe 12, but she did a wonderful...More

Thank JediM0MM
Reviewed 1 week ago
Great time

We did two tours with Inside Chicago. Both were very interesting, full of energy and incredible details about our city.

Thank Marta A
Reviewed 1 week ago
A Great Introduction to Chicago!

This tour was one of the best experiences during my trip to Chicago with two other friends. We get to visit some truly interesting buildings and learn about the stories behind them. It is an insider's tour; you would know the city better if you...More

Thank Erninkt
Reviewed 3 weeks ago via mobile
Don’t forget to look up!

This is a little less a problem in a big city with skyscrapers, but there is so much to see on the street and inside buildings if we just look up. Hillary does an outstanding job with her walking tours. They are educational, informative, fun,...More

Thank BuzzRoll
Reviewed 20 December 2017
Extremely Interesting Tour

My wife and I took our tour on Monday, 12/18/17, and it was fantastic. Hillary is so informative, engaging........and just fun. Am looking forward to the 2018 “tour season”, and learning more about Chicago. In early 2017, My wife and I were on a tour...More

Thank Jerrold O
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