Chicago Architecture Tour: Underground Pedway and the Loop

Highlights

Inclusions

Itinerary

1. 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 minAdmission included

2. 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 min

3. 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 min

4. On WEEKEND tour offerings, we will see the interior of this beautiful 19th century building near Millennium Park.

   10 min

5. We will access this massive commercial complex via the Pedway, checking out a few favorite spots.

   10 minAdmission included

6. We'll keep the rest of the tour a secret! Come join us on an underground adventure!

   Passes by

Cancellation

Free cancellation up to 24 hours before the experience starts, for a full refund.

Reviews

Ratings come from 575 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.

Showing reviews written in English.

• 5This will blow your mind!

  Adam was a great tour guide, very entertaining and informative! This was a very interesting full two-hour tour packed full of Chicago history. Definitely worth the price.

  A6771WLdawndOctober 2026via Tripadvisor

• 5Fun and informative

  Great tour! Our guide was really knowledgeable about the Pedway and its history and was clearly a big fan of the Pedway. I learned a lot, the tour was well paced and I enjoyed the time spent walking “the underground”. Recommend closing this tour!

  Ellen_BOctober 2026via Viator

• 5Informational

  Adam was a great tour guide! As someone that lives in Chicago, it was fun to learn more about the city.

  lauramI9901TQOctober 2026via Tripadvisor

• 5Take this tour!!

  Colleen was personable, considerate annd knowledgeable. She clearly loves her job. We learned and saw so many things. Thoroughly enjoyed and highly recommend!!!

  Terri_BOctober 2026via Viator

• 5Worth it!

  Spencer was a fantastic guide. Great energy, very knowledgeable. Chicago has so many hidden gems. Love this city.

  ChantellJohnsonOctober 2026via Tripadvisor

• 5Amazing experience

  Great tour! As a resident of Chicago it was great to learn new things about my city. Thank you!!

  228reagancOctober 2026via Tripadvisor

Know before you go

How it compares in Chicago

• Its from-price is 59% below the median of the 106 city tours we list in Chicago.
• Its length is typical for the group.
• By number of reviews it ranks 16 of 106.
• The operator lists free cancellation on it.

About Chicago

Chicago is a Great Lakes city on Lake Michigan, famed for skyscraper architecture, deep-dish pizza, blues and jazz and a long lakefront of parks.

Chicago rebuilt itself after the fire of 1871 and became the cradle of the skyscraper. The Chicago River runs through the Loop, where tall towers rise, and boat tours explain the architecture from the water. Millennium Park's mirrored Cloud Gate sculpture, known as the Bean, and the Art Institute of Chicago, with its Impressionist paintings, are close together. Willis Tower has a glass-floored observation deck.

Top-ranked sights in Chicago: Navy Pier, Wrigley Building, The Magnificent Mile.

See all 524 experiences in Chicago