Discover the best of Downtown Chicago—and learn all about its architecture and history as you go—on this small-group walking tour. Choose from a range of convenient start times, meet your guide right outside the Chicago Theatre, and set off on foot. You can look forward to seeing highlights ranging from the Picasso Statue and Chicago Riverwalk to the Magnificent Mile and Millennium Park, all while learning insider stories about the city.
- This small-group tour is capped at 12 to keep things personal
- See the best of Downtown Chicago, all in a single tour
- Exploring on foot makes it easy to soak up the city’s ambiance
- Learn the stories behind the sights from your guide’s commentary
What To Expect
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.
15 minutes • Admission Ticket Not Included
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)!
15 minutes • Admission Ticket Free
City of Chicago – City Hall
You’ll pass this 10-story building that houses the city government offices of Chicago. You’ll get a chance to enjoy the beauty of the historical architecture while your guide gives you some information about its history.
• Admission Ticket Free
Picasso Statue
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.
• Admission Ticket Free
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).
15 minutes • Admission Ticket Free
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.
• Admission Ticket Free
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.
• Admission Ticket Free
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.
15 minutes • Admission Ticket Free
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.
25 minutes • Admission Ticket Free
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.
• Admission Ticket Free
Highlight
Confirmation will be received at time of booking
Wheelchair accessible
Stroller accessible
Service animals allowed
Near public transportation
Infants must sit on laps
Transportation is wheelchair accessible
Surfaces are wheelchair accessible
Most travelers can participate
This is a private tour/activity. Only your group will participate
Max group – 12



