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Chicago Architecture Walking Tour: The Underground Pedway & Secrets of the Loop

Chicago Architecture Walking Tour: The Underground Pedway & Secrets of the Loop

Overview

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mysterious Chicago Pedway, a system of underground tunnels connecting 40 blocks downtown, popping in and out of buildings to see beautiful and fascinating interior spaces. You'll learn to use this system that most locals don't even fully know or use, and you'll be encouraged to continue exploring Chicago on your own after the tour!

City: Chicago

Sat 31 May

Other dates

You can choose the date already on the booking website

Starting at $35.00

Make a reservation

Sat 31 May

Starting at $35.00

Make a reservation

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What's Included

Local guide

Additional Info

Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Operates in all weather conditions, please dress appropriately

What To Expect

Chicago Pedway

We will follow the tunnels and stairs that take us under many blocks in downtown Chicago, accessing buildings like City Hall, with all of its interesting interior details.

The Picasso

We'll get a close-up view of this famous public art piece, given by Picasso to the city of Chicago as a gift, before diving down into the Pedway again.

Macy's on State Street

We will walk through one of our favorite parts of the Pedway under the old Marshall Field's (now Macy's). On WEEKENDS, we will see some interior as well; on WEEKDAYS, we will skip this interior for a different one.

Chicago Cultural Center

On WEEKEND tour offerings, we will see the interior of this beautiful 19th century building near Millennium Park.

Block 37

We will access this massive commercial complex via the Pedway, checking out a few favorite spots.

New East Side

We'll keep the rest of the tour a secret! Come join us on an underground adventure!

Show 3 more stops

Cancellation Policy

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

Traveler Photos

Reviews (249)

Asnat_Z

Mar 2025

Collin was excellent! She knows how to keep things interesting and fun while also sharing fascinating facts and details. Highly recommended!

amandalN4402OW

Mar 2025

Amazing tour, learned a lot about frustrating Chicago pedway in a short amount of time. Tour guide provided good food recommendations in area also.

Jesfitzpa

Mar 2025

Our guide, Kaylee, was incredibly welcoming and fun with a wealth of unique information to share about the pedway and its history. The whole 2 hours felt like an intimate, insider experience to the city. Kaylee encouraged us to stop and look at the details. Meanwhile, passersby hurried past, unaware of the joyous beauty all around. Thank you for reminding me why I love Chicago :) I recommend this tour to everyone, from anywhere in the world - all ages too.