Why choose this Chicago tour ?

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.



Make the most of your Chicago adventure

What makes Walkin’ with Colin: Chicago History-Mystery-Comedy-Tragedy Tour a unique experience ?

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

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

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

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

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

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.

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

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

Tour Description & 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.


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  • Walkin’ with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
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  • This Tour is Provided by WALKIN’ WITH COLIN – A*SHOW*ON*THE*GO!.
  • Tour Timezone & Starts at America/Chicago.
  • Mobile or paper ticket accepted.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • This Tour is Rated 5 Stars based on 94 valid reviews on VIATOR.
  • Minimum 1 Travelers is required to book.
  • Maximum 12 Travelers is accepted for booking.