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Tours from Chicago Detours tend to sell out - travellers recommend booking in advance!
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USD 38.00*
and up
Historic Chicago Walking Bar Tour
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USD 42.00*
and up
3-Hour Walking Tour: Chicago World's Fair of 1893
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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
Closed Now
Hours
Hours Today: 9:00 am - 6:00 pm, 10:00 pm - 12:00 am
Suggested Duration: 1-2 hours
LOCATION
Chicago, IL 60603-5610
Downtown / The Loop
Ways to Experience Chicago Detours
from USD 38.00
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Write a ReviewReviews (461)
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"interior architecture"
in 39 reviews
"historic bar tour"
in 31 reviews
"walking tour"
in 63 reviews
"the loop"
in 67 reviews
"our tour guide"
in 58 reviews
"methodist church"
in 8 reviews
"pub crawl"
in 8 reviews
"video clips"
in 6 reviews
"jazz and blues"
in 5 reviews
"drinks and appetizers"
in 6 reviews
"scavenger hunt"
in 6 reviews
"hour tour"
in 16 reviews
"world's fair"
in 4 reviews
"marshall fields"
in 9 reviews
"great tour"
in 20 reviews
"learn something"
in 8 reviews
"two hours"
in 14 reviews
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1 - 10 of 457 reviews

Reviewed 3 days ago via mobile

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 6 days ago

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 6 days ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Reviewed 1 week ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago via mobile

The Bridgeport tour was absolutely the best tour we have ever been on! Amanda explained the rich history and culture exactly! My mother in law and father in law had experiences in all the places she mentioned and drove us by. We can’t stop talking...More

Thank Lynn R
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 weeks ago

Hired Chicago Detours for my birthday party to give a 'stationary tour' of the view from the event space in my South Loop apartment. Amanda gave a great presentation (informative and fun) and handled questions gracefully. Everyone learned something and had a great time --...More

Thank David L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 weeks ago via mobile

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 weeks ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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
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Questions & Answers
Angie_Cdn_Traveller
15 May 2018|
AnswerShow all 3 answers
Response from AmandaDetoursOwner | Property representative |
Our public tours can vary in size, but we limit the overall group size to 14-20 guests.
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