Explore the hidden side of Downtown Chicago—and see sights that even many locals miss—on a small-group walking tour of the Pedway (an underground network of tunnels that connects Chicago buildings) and the vibrant Loop. Ideal for architecture fans, this tour includes insider stories and landmarks you wouldn't spot on your own—plus a chance to see Windy City icons like the Picasso Statue and Millennium Park.
- This small-group tour ensures a personal sightseeing experience
- See Chicago gems that are often overlooked by locals and tours
- This tour is perfect for visiting architecture lovers
- Discover the best of the Pedway network and the vibrant Loop
What To Expect
Chicago Pedway
We will follow the tunnels and stairs that take us under many blocks in downtown Chicago, accessing buildings like City Hall, with all of its interesting interior details.
45 minutes • Admission Ticket Included
Picasso Statue
We’ll get a close-up view of this famous public art piece, given by Picasso to the city of Chicago as a gift, before diving down into the Pedway again.
10 minutes • Admission Ticket Free
Macy’s on State Street
We will walk through one of our favorite parts of the Pedway under the old Marshall Field’s (now Macy’s). On WEEKENDS, we will see some interior as well; on WEEKDAYS, we will skip this interior for a different one.
10 minutes • Admission Ticket Free
Chicago Cultural Center
On WEEKEND tour offerings, we will see the interior of this beautiful 19th century building near Millennium Park.
10 minutes • Admission Ticket Free
Block 37
We will access this massive commercial complex via the Pedway, checking out a few favorite spots.
10 minutes • Admission Ticket Included
New East Side
We’ll keep the rest of the tour a secret! Come join us on an underground adventure!
• Admission Ticket Included
Highlight
Confirmation will be received at time of booking
Not wheelchair accessible
Operates in all weather conditions, please dress appropriately
Near public transportation
Travelers should have a moderate physical fitness level
This tour/activity will have a maximum of 15 travelers
Max group – 15
