2-Hour Walking Tour in Downtown Chicago

Overview

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! During our loop around "Da Loop" we will peel back the layers of this Great Big Onion Town, going in and out of extraordinary buildings, admiring amazing art and architecture along the way as we uncover how it all came to be. Expect an engaging, entertaining and wide-eye-opening tour du jour of my sweet home, Chicago.

City: Chicago

Sat 10 May

Other dates

You can choose the date already on the booking website

Starting at $44.00

Make a reservation

Sat 10 May

Starting at $44.00

Make a reservation

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What's Included

All Fees and Taxes

Additional Info

Wheelchair accessible
Service animals allowed
Public transportation options are available nearby
All areas and surfaces are wheelchair accessible
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Please bear in mind that this tour is an adventurous 2-hour, 2-mile, indoor/outdoor, downstairs/upstairs, elevator/escalator experience.

What To Expect

Chagall's Four Seasons

Oogle your eyes over the most marvelous mosaic mural by the renowned Marc Chagall as we discover some of Chicago's most incredible feats.

Marquette Building

Marvel at the exterior and interior of one of the oldest and most magnificent skyscrapers in Chicago.

Calder’s Flamingo

Modern Art meets Modern Architecture among creations by Alexander Calder and Mies van der Rohe.

The Picasso

Picasso's gift to Chicago, his monumental 50ft sculpture, Untitled.

James R. Thompson Center

Behold one of Chicago's most bizarre buildings as we discover the incredible transformation undertaken beneath it's foundation.

The Chicago Theatre

Take a long look at the iconic Chicago Theatre and learn the origins of inspirations driven by many great entertainers in the city over the years.

Macy's on State Street

Here we will dive deep into the original, revolutionary, Marshall Fields Department Store, formerly the biggest in the world.

Chicago Cultural Center

A library with a legacy, the Chicago Cultural Center is a beautiful building that holds a lot of history.

Show 5 more stops

Cancellation Policy

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

Traveler Photos

Reviews (103)

Ian_A

Mar 2025

What a great and unique walking tour. Colin was a great guide. He showed us so many interesting areas of art, architecture and history throughout the city. His stories were great! We never would have been able to uncover these hidden gems on our own. It was an overall great window in Chicago history.

Brittany_P

Mar 2025

Super fun tour! We're Chicagoans and we learned a lot. Colin is a pro and a great storyteller. 5/5, highly recommend!

Emily_S

Mar 2025

Colin was a friendly, knowledgeable, and humorous guide through the city! We learned so much and got to see some impressive sights, including insides and outsides of some cool buildings. We’ve been to Chicago several times before but this time left with much more insight into its history than we’ve had before. The two hour two flew by. We’d definitely do this tour again - well worth the time and cost!