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Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour

Overview
Get the best of Chicago with a local guide on this walking tour featuring the city’s best neighborhoods, top attractions, and the Chicago ‘L’!

We’ll start by exploring the Chicago Loop, home to an array of mind-blowing architecture. See the Willis Tower, Union Station just across the river, and admire the Beaux-Arts beauty of the Art Institute of Chicago. No downtown Chicago experience is complete without a stop at Millennium Park’s Cloud Gate, AKA The Bean.

We’ll then head north to stroll along the Chicago Riverwalk before exploring the River North neighborhood, home of the iconic Wrigley Building.

Over in the Magnificent Mile district, grab post-tour tickets for the Museum of Contemporary Art or brave the 94 floors up to 360 CHICAGO observation deck. End your tour here or nearby in the attraction- and entertainment-filled Navy Pier.

During your tour, your guide will treat you to a local snack as well as a $5 train pass so we can really maximize our time sightseeing in Chicago!
City: Chicago
Wed 23 Jul
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You can choose the date already on the booking website
Starting at $245.00
Wed 23 Jul
Starting at $245.00
Make a reservation
What's Included
Local English-speaking guide
Train pass
popcorn tasting, chocolate tasting
Additional Info
  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels
What To Expect
1
The Chicago Theatre
This is where your tour begins - underneath the iconic neon sign made famous in both movies and musicals! Here, you'll meet your guide and then set off through bustling downtown Chicago.
2
Chicago Pedway
You'll head into the network of tunnels and bridges that connect skyscrapers and retail stores to see how locals move around the city (especially during those Midwestern winters)!
3
The Picasso
Enjoy an up-close Picasso experience with this unique piece of public art. Your guide will explain how this piece came to Chicago and how it was received.
4
Chicago Riverwalk
If the weather is good, we'll be able to take a wander down to this iconic river and soak in the views it has to offer. Sights include Marina Towers and the Britannica Building. (Note: this stop is not part of the tour during the winter months).
5
Wrigley Building
You can't think of Chicago without thinking of the Wrigley Company. This skyscraper with its central clocktower, first built in the early 1900s, no longer houses the Wrigley Company, but is home to several other significant businesses and consulates.
6
Tribune Tower
This building represents the core of journalism in Chicago and is home to the newspaper 'The Chicago Tribune'. Soak in the views of this beautifully picturesque building - which marries two of Chicago's most well-known industries: journalism and architecture.
7
Magnificent Mile
Home to lakefront parks with gorgeous views and a sublimely tranquil vibe, we'll walk along this famous street as we make our way to the end point of the tour.
8
Millennium Park
This is where your tour ends and where the iconic "Bean" sculpture (actually called The Cloud Gate) lives. You'll have plenty of time to soak in Chicago's most famous piece of art before your tour concludes. You'll be in the perfect central location to continue exploring Chicago - with plenty of restaurant, bar, and attraction recommendations from your guide.
9
Cloud Gate
This is where your tour ends and where the iconic "Bean" sculpture (actually called The Cloud Gate) lives. You'll have plenty of time to soak in Chicago's most famous piece of art before your tour concludes. You'll be in the perfect central location to continue exploring Chicago - with plenty of restaurant, bar, and attraction recommendations from your guide.
Show 6 more stops
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (95)
jacintamK5757DN
Oct 2024
Rich was a fantastic guide. . It did help that we didn’t have to wait long for any train. Some fairy interesting information and the ice cream stop was just perfect. Would highly recommend this trip. Thank you Rich.
michaelmW5421QN
Sep 2024
Rich was awesome! Got to spend the day learning about Chicago & eating some good food. Totally recommend doing both tours!
barbarapE8188DN
Aug 2024
Rich was great. Fun & informative!! I have a gimpy foot and was able to walk comfortably. The ride on L was a bonus. Thanks!!!

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