Pedway & Holiday Sights Tour

Popular Public Paths

Chicago Passageways: Pedway & Holiday Sights

Tour runs Monday-Friday. Book now!

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Take a tour of 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 decorations and sights along the way.

Our tour begins in the lobby of the Swissotel (325 E. Wacker Dr.) with a brief overview of the Pedway system.  We then descend into the Pedway and begin our journey to the Cultural Center, passing through a series of hotels, office buildings, restaurants and a train station along the way.  After a brief tour of the Cultural Center and its famous Tiffany Dome, we return to the Pedway for a short walk to Macy’s department store where we view the famous Tiffany Ceiling, the “Great Tree” in the Walnut Room and the store’s decorated holiday windows on Randolph and State Streets.

After a brief stop for refreshments at a nearby food hall, we return to the Pedway and follow it west to the Richard J Daley Civic Center where we ascend for a brief visit to the Christkindl Market, a lively outdoor festival known for its holiday food, spirits and gift shops.  We return to the Pedway for a short walk to City Hall and Marriage Court and then on to the L Stop at Wells and Washington Streets.

A quick train ride to the other side of the Loop takes us to Wabash and Adams where we stroll past the origin/terminus of Route 66 and enjoy the Art Institute’s lion statues wearing festive holiday wreaths. We journey through one last stretch of Pedway to Millennium Park to view the official Christmas Tree of the City of Chicago, as well as the famous Cloud Gate sculpture, aka, The Bean.

Want to get to know the Loop neighborhood better and make a day of it? Check out our  Modern Skyscraper morning tour!


Book Chicago Passageways: Pedway & Holiday Sights

Duration: 3 hours

Price: Adult $60

  • Tour price includes professional tour guide, train ride - food/beverages purchased by guests
  • Days of operation: Monday-Friday
  • Start time: 2:00pm
  • Tours begin and end in the Loop
  • Walking distance: 1.5 miles
Chicago Passageways: Pedway & Holiday Sights Logo

Additional Information

Ticket Purchase Requirements

  • Must be able to climb stairs
  • Tour requires minimum of 2 guests to run
  • Tickets are required for all guests
  • Children must be 12 years or older and accompanied by an adult (age 18 or older) — Tickets for children are not discounted

Tour Meeting Point and Stops