Free cancellation

Walkin' with Colin: Chicago History, Mystery & More Tour

5.0 (245 reviews) · By WALKIN' WITH COLIN - A*SHOW*ON*THE*GO!

Discover Chicago like never before on the Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour. This engaging 2-hour walk takes you through downtown Chicago, revealing fascinating stories, secrets, and the city’s rich history. As you stroll along "Da Loop," you'll explore extraordinary buildings, marvel at stunning art and architecture, and learn how Chicago grew into the vibrant city it is today.

Led by a knowledgeable guide, this tour offers a lively mix of entertainment and insight. You'll visit iconic landmarks like the oldest hotel in North America, the Marquette Building, Daley Plaza, and the Chicago Theatre, all while uncovering intriguing tales behind each site. It’s a perfect way to get a true feel for Chicago’s spirit, history, and creative energy.

Whether you're a history buff, an architecture enthusiast, or just looking for a fun way to see the city, this tour is designed to entertain and inform. Plus, it’s wheelchair accessible, making it a great option for nearly everyone interested in exploring Chicago’s hidden stories.

Frequently asked questions

How long is the Walkin' with Colin tour?

The tour lasts approximately 2 hours, giving you plenty of time to soak in the sights and stories.

What languages are available for this tour?

The tour is conducted in English.

Is the tour suitable for all ages?

Yes, it’s perfect for adults aged 10 to 100.

Is the tour accessible for wheelchair users?

Absolutely. All areas and surfaces are wheelchair accessible, ensuring everyone can participate.

What is included in the price?

All fees and taxes are included in the ticket price.

Can I cancel my booking if needed?

Yes. You can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations within 24 hours or due to bad weather or low bookings may be subject to cancellation.

Free cancellation

You can cancel at least 24 hours before the tour for a full refund. Cancellations less than 24 hours in advance or due to weather or low bookings may be canceled.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 2 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 2 hours
Languages English
Group Size Up to 10 people
Ages 10 to 100 years old
Accessibility Wheelchair accessible; all areas and surfaces

What's included

Included

  • All Fees and Taxes

Itinerary

  1. Stop 1

    Admire the stunning fresco in the grand lobby of North America's oldest operating hotel.

    15 minutes
  2. Stop 2

    Explore the Marquette Building’s exterior and interior, and learn about Chicago’s origins amidst beautiful mosaics.

    10 minutes
  3. Stop 3

    See the contrast of modern art and architecture with works by Alexander Calder and Mies van der Rohe.

    10 minutes
  4. Stop 4

    Visit Chicago’s oldest skyscraper, designed by Burnham and Root, and hear their famous quote about big plans.

    15 minutes
  5. Stop 5

    Observe sculptures and skyscrapers at Daley Plaza, including Picasso’s gift to Chicago.

    10 minutes
  6. Stop 6

    Take in the iconic Chicago Theatre and discover its influence on the city’s entertainment scene.

    15 minutes
  7. Stop 7

    Learn about the revolutionary Marshall Field’s Department Store, once the largest in the world.

    10 minutes
  8. Stop 8

    Visit the Chicago Cultural Center, a historic library and cultural hub with a rich legacy.

    15 minutes

Meeting point & pickup

Meet at the starting point

Meet your guide under the red "1" roof entrance of the 1 North Dearborn Building, located between Washington and Madison Streets. It’s right beside Sweetgreen, the bus stop, and the Blue Line station. Look for the guide with a red, white, and blue backpack.

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Cancellation & confirmation

Free cancellation

You can cancel at least 24 hours before the tour for a full refund. Cancellations less than 24 hours in advance or due to weather or low bookings may be canceled.

  • 100% refund if canceled at least 24 hours before
  • No refund if canceled within 24 hours
  • May be canceled for bad weather
  • May be canceled if there are not enough travelers

Instant confirmation

Your booking is confirmed immediately after checkout.

From $44.00 per person

Adult Age 10–100
1
  • Free cancellation
  • Secure checkout with our booking partner

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