2-Hour Walking Tour in Downtown Chicago

Overview

Interact with Chicago in new found ways across two-hours of walkin', talkin' and gawkin' around downtown, uncovering incredible stories and secrets along the way! 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, traversing above and below the surface of the city, to uncover how it all came to be. Expect an engaging, entertaining and wide-eye-opening experience, full of knowledge nuggets and tater thoughts you won't soon forget!

City: Chicago

Mon 18 Nov

Other dates

You can choose the date already on the booking website

Starting at $44.00

Make a reservation

Mon 18 Nov

Starting at $44.00

Make a reservation

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What's Included

Keepsakes

Additional Info

Service animals allowed
Public transportation options are available nearby
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.
Hand sanitiser available to travellers and staff
Guides required to regularly wash hands
Regular temperature checks for staff
Paid stay-at-home policy for staff with symptoms
Contactless payments for gratuities and add-ons
COVID-19 vaccination required for guides

What To Expect

Picasso Statue

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

James R. Thompson Center

Discover the "People's Place" as we uncover some of Chicago's most notorious people.

Chicago Riverwalk

We're going to walk'n'talk along the Chicago River and find out a slew of stories that have shaped this city from the very beginning.

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.

The Art Institute of Chicago

The Art Institute is the 2nd largest art museum in the country and we're going to take a brief peek inside to get a glimpse of the magnificence inside!

Palmer House Hilton Historic Lobby

Find out all about Bertha Palmer Step and the incredible Palmer House Hotel that bears her name.

Calder’s Flamingo

Experience the site of the immense Federal Building from the past to the present, underneath the soaring 50-tonFlamingo from Alexander Calder.

Show 5 more stops

Cancellation Policy

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

Traveler Photos

Reviews (10)

tgaramella

Nov 2022

My wife and I had a BLAST. We went as a part of our wedding anniversary and the other person didn’t show up, so it turned into a personal tour for the two of us. It was entertaining and educational, and we laughed and learned so much that by the time it was over, we had no idea it had already been two hours. He also surprised us with Polaroid photos and an interactive quiz game that had us competing for foot shaped hole punches on a card. Highly recommended!!

MGR2393

Oct 2022

Colin is an absolute delight, and highly knowledgeable and passionate about the city. If you want a detailed, interactive, masterfully designed tour, here it is!

Bryce1025

Oct 2022

A truly delightful and stimulating experience! Colin, the Man of a Thousand Pockets, informs, entertains, and jokes his way through Chicago history and culture. I learned so much and really liked seeing parts of the city that felt off the beaten path. I've already recommended the tour to some friends that I know will be traveling soon.