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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)

jacklT5678BC

Jun 2022

Our favorite part of this tour was our tour guide, Tom. He was extremely pleasant, very knowledgeable and, most of all, very accommodating. As I enjoy taking a lot of pictures when I visit a new town, Tom told me to take as many as I wanted and not to hurry. My wife and I learned all about the history of the loop as well as the details of many of the buildings that surround the area. We were able to tour many of the buildings on the inside which added a great deal to the overall experience. It was especially fun to take a short ride on the elevated train as part of the tour. I can't recommend this tour highly enough!

Response from Host

Jul 2022

Thank you for your review! Glad to hear you enjoyed the tour.

donnafD2181PN

Jun 2022

Our small group size allowed our guide to semi-personalize our tour. He was very knowledgeable on the history of Chicago. Pacing of tour was great. Extremely happy with tour. Was one of the highlights of our time in Chicago.

Response from Host

Jun 2022

Glad to hear you enjoyed the tour with Tom! Hope to see you on another tour in the future!

H4411PXjoant

Jun 2022

Really enjoyed our trip with Tom. He was informative and flexible. He showed us a fascinating side id Chicago.

Response from Host

Jun 2022

Thanks for taking the time to review us! Glad to hear you enjoyed the tour.