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Train & Walking Tour: Chicago Passageways - Pedway & Holiday Sights

Overview
Tour Chicago's Pedway system—a network of underground tunnels that allow pedestrians to pass from one end of the Loop to the other—and enjoy seasonal holiday sights along the way.

We meet in the lobby of the Swissotel then descend into the Pedway. We pass through several buildings—and a train station— on our way to the Cultural Center to see its famous Tiffany Dome. The Pedway then takes us to Macy's to see the Tiffany Ceiling, the Walnut Room's Great Tree and decorated windows.

After a quick break, we return to the Pedway and follow it to the Civic Center where we ascend at the Christkindl Market, a lively outdoor holiday festival. We return to the Pedway to visit City Hall and Marriage Court then head to a nearby L Stop.

A quick train ride takes us to the origin/terminus of Route 66 and the Art Institute’s holiday lions. Lastly, the Pedway takes us to Millennium Park to see the city's Christmas Tree and the famous Cloud Gate sculpture, aka, The Bean, where we'll end our tour.
City: Chicago
Mon 18 Nov
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You can choose the date already on the booking website
Starting at $60.00
Mon 18 Nov
Starting at $60.00
Make a reservation
What's Included
Local expert guide
Additional Info
  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • Should be able to climb stairs as not all train stations are equipped with elevators.
  • Masks are optional. Proof of vaccination not required.
What To Expect
1
Chicago Pedway
Walk Chicago's underground tunnel system. We will walk underground and aboveground several times during the tour.
2
Chicago Cultural Center
View the famous Tiffany Dome and more.
3
Macy's on State Street
Visit this iconic department store and marvel at its amazing architecture and festive holiday decor.
4
Block 37
Continue strolling the Pedway through this popular city mall.
5
Daley Bicentennial Plaza
Celebrate the season at the Christkindl Market. Enjoy holiday food, drinks and gifts.
6
Route 66
See the origin/terminus of the famous Route 66 then visit the holiday wreathed lions at the Art Institute.
7
Cloud Gate
The final leg of the tour takes us to Millennium Park for the city's official Christmas Tree and the famous Cloud Gate sculpture, aka, The Bean.
Show 4 more stops
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews (6)
andrewsQ3078PR
Nov 2022
Tom was an excellent and personable tour guide. He has a wealth of knowledge about the pedway system and he was very flexible about tailoring the tour to our interests. He was good company and very enjoyable to be with. One of my children said, “he was great! Six stars out of five.“ we enjoyed all the different sites and learning more about the Pedway system.
Anne S
Nov 2022
Tom was a knowledgeable guide and showed us spots in Chicago even unknown to many Chicagoans... via the pedway. He also went out of his way to accommodate my injured knee by limiting stairways. Thanks, Tom. Highly recommend this tour.
patrickbH9129PA
Nov 2022
Wonderful knowledge, Attention and flexibility of our tour guide. Tour modified to our specific interests and pace.
Response from Host
Nov 2022
Glad you enjoyed the tour!

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