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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

Sun 22 Dec

Other dates

You can choose the date already on the booking website

Starting at $60.00

Make a reservation

Sun 22 Dec

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)

Wesdutcher

Dec 2022

Incredible tour of some of the most gorgeous historic buildings in Chicago! Our guide Tom, who grew up in the city was so friendly and knowledgeable. Honestly, the best guide we’ve ever had and we’ve been on a lot of tours in different cities. If you want to do Chicago you have to do this tour.

Response from Host

Dec 2022

So you glad you enjoyed your tour with Tom! Happy holidays!

William_C

Dec 2022

Tom was a great tour guide. We really enjoyed our first trip to Chicago. Tom was very knowledgeable and showed us some very beautiful buildings and art. Would do it all over again! thanks

kellylA6569UJ

Nov 2022

Just spent the day with Tom and the group and it was a fantastic time! He is a wonderful tour guide with knowledge of about anything you can think of. It felt less like a tour and more like walking around with family. Highly recommended!

Response from Host

Nov 2022

Thanks for the kind review! Glad you enjoyed the tour.