We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Chicago Detours

Chicago, IL 60604
+1 312-350-1131
Call
Website
Save
Book In Advance
Tours from Chicago Detours tend to sell out - travellers recommend booking in advance!
More Info
US$ 26.00*
and up
Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour
More Info
US$ 38.00*
and up
Historic Chicago Walking Bar Tour
More Info
US$ 50.00*
and up
3-Hour Walking Tour: Chicago World's Fair of 1893
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Neighbourhoods
Neighbourhoods
Overview
More
This is not your grandma's architecture tour! Our award-winning guided tours of Chicago’s architecture, history, and culture bring curious people to explore stories and places locals don't even know. With Chicago Detours, you'll explore downtown and our diverse neighborhoods to experience the city’s interior architecture, the underground Pedway, jazz and blues, and historic bars. Founded by a former Rick Steves tour guide, Chicago Detours has designed tours that are fun, educational experiences. Our tour guides are are not just volunteer docents, they’re highly trained and educated professionals who know how to spark discussions and create a lively group dynamic. Rated five stars on both Yelp and TripAdvisor, Chicago Detours is one of the top-rated tour companies in the city. We offer regularly scheduled tours for the public, and private group tours for corporate team-building, student field trips, and convention groups. The public walking tours stay mostly indoors, making them great activities for any time of year. Options include the "Loop Interior Architecture Walking Tour," which explores beautiful building interiors and the underground Pedway System, and the "Historic Chicago Walking Bar Tour," which digs into Chicago's entertainment history of social clubs, jazz music, prohibition, and theater. Other public tours include the "Best Architecture Walking Tour Since Sliced Bread," "1893 World's Fair Walking Tour with Bars," and "Pilsen Spaces and Changes Walking Tour with Food." Private group tours include the outings mentioned above, as well as tours by a luxury coach equipped with screens for presentation of historic images and videos. Many of our private group tour options can operate in the evening, and can include food and drink. Our historic bar tours, both by foot and by bus, are the most popular with private groups. Your group will eat, drink and learn about how Chicago has had fun over its history. The "Big Shoulders Historic Bar and Food Bus Tour" visits Bridgeport, Chicago's oldest neighborhood outside downtown, which was home to workers for the nearby Union Stock Yards. Another popular tour is our "Jazz, Blues & Beyond by Bus." This tour explores Chicago neighborhoods north to south for a fun, up-close connection with the cultural history of Chicago's music. This memorable experience reaches its conclusion when a blues musician comes on board for a performance and harmonica lesson. Other private tours include "Chicago Neighborhoods and Cultural Diversity by Bus" and "Old Polonia and Wicker Park Tour with Food." Step-on guide services are also available for private group tours. Tours include lively guide commentary, an interactive group dynamic, and extras like media presentation and special gifts. Rather than a standard lecture format, these tours actively involve guests in a memorable experience that inspires new perspectives of the city's architecture and history. We annually receive TripAdvisor's "Certificate of Excellence," and maintain five stars on Yelp as well. Our tours have been featured in Frommer's, Lonely Planet, ABC 7, WGN, WBEZ, "Chicago Magazine," the Chicago Tribune, and the Guardian.
  • Excellent90%
  • Very good7%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
Open Now
All hours
Hours Today: 12:00 AM - 5:00 PM, 10:00 PM - 12:00 AM
Suggested Duration: 1-2 hours
LOCATION
Chicago, IL 60604
Downtown / The Loop
CONTACT
Chicago, IL 60604
+1 312-350-1131
Call
Website
Write a Review
JPMiles / Payback Arrow
50
JPMiles / Payback Arrow
Reviews (411)
Traveller rating
Traveller type
Time of year
Language

1 - 10 of 407 reviews

Reviewed 2 weeks ago

We took an interesting 2 hour private driving tour, although we were able to hop out and explore some interesting locations in the frigid Chicago air of New Year's Eve afternoon, and learned about the history and influence of the blues on both music and...More

Thank DrummersMom19
Amanda S, Owner at Chicago Detours, responded to this reviewResponded 1 week ago

Hi Shawn! I'm so glad you and your family found me, and extra glad to hear that you enjoyed our time together. Thanks so much for booking a private tour with us, and thank you for taking the time to review. Hope to see you...More

Reviewed 2 weeks ago

More

1  Thank Dr D.M. S
AmandaDetoursOwner, Manager at Chicago Detours, responded to this reviewResponded 2 weeks ago

More

Reviewed 2 weeks ago

More

Thank Wade K
AmandaDetoursOwner, Manager at Chicago Detours, responded to this reviewResponded 2 weeks ago

More

Reviewed 2 weeks ago

More

Thank ellen k
AmandaDetoursOwner, Manager at Chicago Detours, responded to this reviewResponded 2 weeks ago

More

Reviewed 3 weeks ago

More

Thank Nick M
AmandaDetoursOwner, Manager at Chicago Detours, responded to this reviewResponded 3 weeks ago

More

Reviewed 3 weeks ago

More

Thank chibek83
AmandaDetoursOwner, Manager at Chicago Detours, responded to this reviewResponded 3 weeks ago

More

Reviewed 3 weeks ago

More

Thank kazoosks1
AmandaDetoursOwner, Manager at Chicago Detours, responded to this reviewResponded 3 weeks ago

More

Reviewed 4 weeks ago

More

1  Thank theresac00per
Reviewed 4 weeks ago

More

Thank MBG
AmandaDetoursOwner, Owner at Chicago Detours, responded to this reviewResponded 4 weeks ago

More

Reviewed 4 weeks ago

Six of us took the train into the city and felt our chicago Detours Interior Architecture Walking Tour was worth every penny. We learned lots, gained some insights about Chicago and its fascinating history and architecture. The enthusiasm of our guide made the learning fun....More

Thank Joan and Larry D
Nearby
Downtown / The Loop
Often visitors' first stop in Chicago, The Loop is a
good starting point to sample the city's energy and
flavor. This central business district boasts
Michelin-rated restaurants, upscale hotels, premier
shopping, and enough arresting architecture to keep
your camera busy for hours. You won’t find too many
photo galleries of downtown Chicago without a shot of
Millennium Park and Cloud Gate (“The Bean”), one of
...More
Nearby HotelsSee all 192 hotels in Chicago
Chicago Athletic Association Hotel
1,685 reviews
.19 km away
Silversmith Hotel Chicago Downtown
2,169 reviews
.26 km away
The Alise Chicago - A Staypineapple Hotel
1,937 reviews
.28 km away
Super 8 Aurora/Naperville Area
447 reviews
.29 km away
Nearby Restaurants
Wildberry Pancakes and Cafe
3,629 reviews
.17 km away
Remington's
352 reviews
.09 km away
Cherry Circle
200 reviews
.17 km away
Intelligentsia Coffee
347 reviews
.14 km away
Nearby Attractions
Millennium Park
19,877 reviews
.21 km away
Cloud Gate
14,352 reviews
.15 km away
Chicago Cultural Center
2,546 reviews
.00 km away
Millennium Monument in Wrigley Square
40 reviews
.08 km away
Questions & Answers
Get quick answers from Chicago Detours staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Posting guidelines
Submit