Tours/Chicago/Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
Viator · group up to 10 pax

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

5.0(237)Chicago1 hour
VIATOR5.0(82)TRIPADVISOR5.0(155)

Description

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.

Tour Options

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

Itinerary

15 min

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

10 min

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

10 min

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

15 min

Behold the oldest skyscraper in Chicago and one of the most stunning buildings in the city.

10 min

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

Admission not included15 min

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.

10 min

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

15 min

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

Highlights

All Fees and Taxes

What's included

Included
All Fees and Taxes

Traveller Ratings

5.0
237 reviews
5
232
4
4
3
1
2
0
1
0

Important Information

  • 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.

Reviews(237)

M
Michelle_R
July 8, 2026
Amazing tour!

Collin was very knowledgeable and a lot of fun. We were in a small group of people for the tour. It felt like we were all friends by the end. We loved learning about Chicago.

B
Bob_R
July 7, 2026
Chicago’s skyscrapers interior hidden treasures

First, Colin is an excellent tour guide. His knowledge of the city and its unique history. He is very extensive. I would give him an A+ or a higher grade if I could. I like the fact he used lies his iPad to enhance his presentations. He was very accommodating to our questions needs and interest. I have taken this tour before with someone else and I learned so much more on his tour.

O
olgacL9959VX
July 6, 2026
Great tour!

Excellent tour, Collin is fantastic! He knows a lot about the city and iconic places. We truly enjoyed and learned a lot from the walk, Chicago is a city full of nuances. Thank you very much!

E
Elise_D
July 4, 2026
Highly recommended!

Loved the history, delivered with humor and full of interesting details. Colin is an expert on Chicago history! So fun to get into places that we’ve walked by for years to reveal treasures of the city. A must-do tour!

D
David_B
July 1, 2026
Walking Tour with Colin

Colin was an excellent tour guide. He took us to great examples of architecture and filled us in on some of the history of the city. 2 1/2 hours flew by, and was a pleasant tour, even in the heat!

5
522paulr
June 6, 2026
Entertaining and Knowledgeable

Colin is by far and away the master of Chicago architectural walking tours. He is thoroughly knowledgeable of the different architectural periods of Chicago and how social, economic and environmental forces shaped the Chicago skyline. And he weaves the tales of the various movers and shakers that helped create this wonderful city. Look no further, Colin is your guy!

E
Explorer435216
June 5, 2026
Get a great understanding of Chicago history & architecture from a top notch guide!

My wife and I loved our tour with Colin. He presented Chicago architecture and history in a fascinating way. He has a fun personality and answered all of my questions. I liked how he voiced certain characters from history with their language, i. e. french or spanish and made them come to life. Would highly recommend this tour!

K
Kristin_E
May 26, 2026
Colin is really...

Colin is really knowledgeable about the city and showed us some incredible buildings and lobbies. While the architectural boat tour is great - getting a close look with Colin was amazing. We never would have known the true history and the beauty of the various places he shared with us. I would love to go back and take my family on his tour. Thanks Colin!

J
Jacquelyn_F
May 22, 2026
Colin's varied...

Colin's varied experiences in life, and his enthusiasm about Chicago, make for a very enjoyable tour of the city. He took us to many interesting buildings and shared their history. We were a small group of four on his tour so we could hear well and ask a lot of questions. I would certainly recommend it to anyone.

C
Christy_L
April 22, 2026
Fantastic tour!

I highly recommend this tour! Colin brings you into some amazing buildings that you would have just walked on by not knowing what you’re missing. I even went back later in the day to show my husband some of my favorite spots since he was unable to go on the tour.

You might also like...