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Train & Walking Tour: Chicago Loop - Home of the Modern Skyscraper

Train & Walking Tour: Chicago Loop - Home of the Modern Skyscraper

Overview

We start our tour at one of the most interesting buildings in the Loop — the Fine Arts Building. Built in 1884 as a showroom and office complex, the building was converted later into its present-day use.

Then we're off to the Harold Washington Chicago Public Library, the design of which was the winner of a competition to design a new library for the City of Chicago. From there, we'll view three Chicago landmarks built in the late 1800s, then visit the beautiful Marquette Building, the Field Building (built on the site of the world's first modern skyscraper) and then see the amazing atrium lobby of the world-renowned Rookery Building.

Next, we're off to the beautifully-restored Quincy L stop (authentic 1897 design) and take the train to our last stops. We visit the iconic Macy's to see the beautiful Tiffany mosaic then we wrap up the tour at the Cultural Center to experience the world's largest Tiffany dome.

Make a day of it and book our Pedway/Riverwalk tour for the afternoon!

City: Chicago

Sat 19 Oct

Other dates

You can choose the date already on the booking website

Starting at $60.00

Make a reservation

Sat 19 Oct

Starting at $60.00

Make a reservation

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What's Included

Transit tickets

Local expert guide

Additional Info

Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Should be able to climb stairs as not all train stations are equipped with elevators
Masks are optional. Proof of vaccination not required.

What To Expect

Fine Arts Building

Meet your guide in the lobby and tour this famous building, which still has manually operated elevators.

Harold Washington Library Center

Check out the library's hidden gems and exhibits.

Monadnock Building

Take a close-up look at what was once the largest office building in the world.

Marquette Building

Learn about this national landmark.

The Rookery Building

Take a quick look at one of the most architecturally-significant buildings in the city.

Macy's on State Street

Visit this iconic department store and marvel at its amazing architecture.

Chicago Cultural Center

Wrap up the tour with a quick peek at the home of the world's largest Tiffany dome.

Show 4 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (22)

Ausausbaby

May 2022

Was awesome to see the city’s landmarks from the ground. It really gave a different/ interesting/ entertaining perspective than that of being on a boat. Tom’s enthusiasm is contagious, as his wealth of knowledge takes you on a wonderful journey through the skyscrapers!

Response from Host

May 2022

Glad you enjoyed your tour with Tom!

hoby1kanobee

Oct 2021

Lindsy very helpful booking slightly larger tour. Tom was an easy going excellent tour guide. We covered tons of territory and historic sky scraper sites. Excellent value for 3hr tour (Tom would have kept going! ) only suggestion would be less time at the library. Certain to use them again in future!

Response from Host

Oct 2021

Glad you and your group enjoyed the tour, Gary! We look forward to seeing you again in the future.

Getaway47459

Oct 2021

We completely enjoyed this tour with a knowledgeable and charming guide. He even added a few “extras” based on our specific interests. Highly recommend it... you see some fabulous building interiors!

Response from Host

Oct 2021

We're so glad you enjoyed the Loop Tour! Hope to see you again on another tour soon.