Small Group History And Architecture Walking Tour of Chicago
Overview
Available languages
2 hours 30 minutes
Mobile ticket
Discover the heart of Chicago on this guided walking tour led by a knowledgeable local. Begin in Millennium Park, home to the iconic Cloud Gate (“The Bean”), where art, architecture, and green space come together. Explore hidden sections of the Chicago Pedway, then stroll along the scenic Chicago Riverwalk for stunning skyline views.
Continue along the Magnificent Mile, passing architectural icons like the Wrigley Building and Tribune Tower, and cross the historic Michigan Avenue Bridge. Along the way, learn about the Great Chicago Fire, the city’s architectural legacy, and modern culture. The tour concludes near the Starbucks Reserve Roastery, with free time to explore or enjoy a classic Chicago savory treat (optional, at your own expense).
Perfect for first-time visitors looking to experience Chicago’s history, architecture, and local flavor in a relaxed, small-group setting.
Additional Info
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
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Cloud Gate
Cloud Gate, also known as "The Bean," is a public sculpture by artist Anish Kapoor located in Millennium Park in Chicago. Made of polished stainless steel, it reflects the city's skyline and the surrounding park, creating a captivating and interactive visual experience. Since its unveiling in 2006, it has become an iconic symbol of Chicago.
Millenium Park
Millennium Park, located in the heart of Chicago, is a vibrant urban space that features iconic attractions such as Cloud Gate, the Jay Pritzker Pavilion, and the Crown Fountain. Opened in 2004, the park hosts numerous cultural events, concerts, and art installations, making it a popular destination for both locals and tourists. Its innovative design and stunning landscapes have made it a symbol of the city's commitment to public art and green spaces.
What‘s Included
Gain Insights from a local guide
Boat Cruise (Admission Included)
Fully Guided and Narrated Tour
Small Group Format (Max 10 Guests)
Pass By: Millenium Park and "The Bean"
Tips
Options
Best of Chicago History & Architecture Walking Tour
Reviews
12 reviews
Total reviews and rating from Viator & Tripadvisor
Local knowledge
Steve S,,Aug 23, 2025
- Review from Viator
4.00Our guide was a wealth of local knowledge. He clearly loved his city but was also realistic about the problems it faces
awesome
Suzanne D,,Aug 10, 2025
- Review from Viator
5.00Awesome Experience I've done many of these tours in the past, and they never get old, especially because each guide has a different perspective and how they present it to the group.
Tour guide was extremely...
Eboni R,,Jul 31, 2025
- Review from Viator
5.00Tour guide was extremely knowledgeable about the City. Thoroughly enjoyed the tour!! My husband and I will be back.
Very informative....
Scott R,,Jun 24, 2025
- Review from Viator
4.00Very informative. Friendly and knowledgeable guide. After finding out about my interest in history, he tied a lot of historical connections. He also had a lot of family history connected to things on the tour.
Lots of Chicago History
K1274ZCrobertl,,May 27, 2025
- Review from Tripadvisor
5.00Andrew was a great guide for me and my wife. He is native Chicagoan with deep roots personally as well as his family that goes back to the beginnings of the city. A wealth of information esp about the city's history and architecture.
Worth every single penny! Would definitely recommend taking this tour and I hope you are lucky enough to get Andrew
janiceq60,,May 2, 2025
- Review from Tripadvisor
5.00Andrew our guide was fantastic. Extremely knowledgeable, very friendly and funny. It was interesting to hear how his ancestors played a part in the history of Chicago.
Creepy!! DO NOT Book this!!!
Adrienne D,,Apr 23, 2025
- Review from Viator
1.00Creepy guide!!! First he started texting me, then when I met him, he told me he looked up my phone number and said he knew where I was from!!!! I asked how many people were on the tour. He said it was just me. I asked to walk to the restroom and found a police officer. I explained what had happened. He waited with me until my Lyft ride showed up.
Super Andrew!!!
Jack M,,Mar 14, 2025
- Review from Viator
5.00Andrew was an incredible tour guide! Passionate, Kind, and incredibly knowledgable professional. He went above and beyond in making sure I felt comfortable, answering questions, and made the entire experience super fun. I recomend this to anyone visiting Chicago, or any locals who want to know more about the city and its vibrant history.
An excellent tour experience of Chicago
Cynthia G,,Sep 28, 2024
- Review from Viator
5.00The historical narration of the history of Chicago was very memorable and interesting. Our guide, Andrew, is very knowledgeable with Chicago's past and present. He communicated extremely well. Being seniors, he showed concern about our well-being.
Amazing Tour
Steven Z,,Aug 8, 2024
- Review from Viator
5.00Great tour! Our guide Andrew was super knowledgeable and friendly. I would highly recommend this tour to anyone visiting Chicago.
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Operated by See Sight Tours USA