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Discover Chicago’s underground Pedway and the Loop with this 2-hour small-group walking tour, exploring hidden tunnels, landmarks, and local secrets for $35.
Explore the secret underground network of tunnels that crisscross downtown Chicago with the Chicago Architecture Tour: Underground Pedway and the Loop. Priced at just $35 per person and lasting approximately 2 hours, this tour offers a unique glimpse into the city’s lesser-known side. Led by a local guide, the experience covers key landmarks, public art, and hidden architectural details, making it ideal for those interested in Chicago’s architecture and urban design. The tour is designed for moderate physical fitness levels and is perfect for architecture enthusiasts who appreciate insider stories and off-the-beaten-path sights.
With 284 reviews rating it 5.0/5 and a 98% recommendation rate, this tour stands out as a well-loved Chicago experience. It operates rain or shine, and the small group size—maximum of 15 travelers—ensures a personal and engaging journey through the city’s underground corridors.


This tour begins at 120 North LaSalle Street and takes you beneath many blocks of downtown Chicago via the Pedway, an extensive network of tunnels and stairs. You’ll access notable buildings like City Hall, marveling at interior architectural details and learning about the city’s underground infrastructure. The 45-minute walk through the tunnels is a highlight, offering a glimpse of the city’s hidden urban fabric that most locals and visitors overlook.
The Pedway is a fascinating part of Chicago’s cityscape, connecting shopping centers, government buildings, and transit stations. This tour makes those connections visible and understandable, revealing how Chicago’s underground layers contribute to its bustling city life. The guide shares insider stories, making each tunnel feel like a secret passageway into the city’s history.
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One of the tour’s highlights is a 10-minute stop at the famous Picasso Statue near Millennium Park. This iconic bronze sculpture was a gift from Picasso to Chicago and is one of the city’s most recognizable pieces of public art. The guide provides context about its significance and gives guests a close-up view, allowing for better appreciation of Picasso’s craftsmanship.
After observing the statue, the tour continues underground, maintaining a balance between outdoor landmarks and hidden interiors. This stop provides a photo opportunity and a moment to reflect on Chicago’s dedication to art and culture.

Walking through the Pedway beneath Macy’s (the former Marshall Field’s), the tour offers a glimpse into Chicago’s retail history. On weekends, guests get a chance to see interior spaces of this historic department store, renowned for its architecture and shopping heritage. On weekdays, the tour skips interior access but explores other pedway locations, keeping the experience fresh and engaging.
The Macy’s building is a favorite part of the tour for many, showcasing Chicago’s commercial elegance and the legacy of retail architecture. This stop emphasizes how the city’s history and modern development are intertwined through its architectural landmarks.

On weekend tours, visitors are invited inside the Chicago Cultural Center, which is celebrated for its stunning architecture and art collection. Built in the late 19th century, this building features ornate interiors, beautiful stained glass, and impressive mosaic ceilings. The guide highlights its historical significance and design features, making it a must-see for architecture and art lovers.
This stop offers a brief but enriching experience, showing the city’s dedication to public art and cultural preservation. The interior visits vary depending on the day, but the guide ensures you come away with a solid understanding of its importance.

Accessing the massive Block 37 complex via the Pedway, the tour showcases Chicago’s modern commercial development intertwined with the underground system. Guests get to explore some favorite spots within the complex, which includes shopping, dining, and entertainment options. The 10-minute walk here emphasizes how the Pedway connects historic and contemporary spaces, offering a convenient and seamless urban experience.
This segment underscores Chicago’s innovative urban planning, blending historic architecture with modern commercial spaces through the underground tunnels.

The tour keeps part of its appeal in the mystery and surprise of hidden locations within the underground network. While the exact remaining stops are kept secret, they promise to reveal more of Chicago’s secret architecture and urban design marvels. The guide weaves stories that highlight lesser-known details and special sights in the Pedway, ensuring each guest leaves with a sense of discovery.

The tour departs from 120 North LaSalle Street, conveniently close to public transportation options, making it easy to access from anywhere in the city. It ends just north of Millennium Park at Aqua, 225 N Columbus Drive, making it simple to continue exploring Chicago afterward. The maximum group size of 15 helps maintain an intimate atmosphere, and the mobile ticket system facilitates quick entry.
The tour operates rain or shine, so dressing appropriately for the weather is advised. Guests should have a moderate physical fitness level, as the experience involves walking through tunnels, stairs, and outdoor sections.

This tour’s guides are consistently praised for their knowledgeable, passionate, and engaging storytelling. Multiple reviews highlight guides like Adam, Colleen, and Heath for their depth of knowledge and friendly manner. Guests appreciate the informative and fun commentary, which enhances the overall experience.
With 284 reviews and an average rating of 4.9/5, the tour’s popularity is clear. Many reviewers note that guides share fascinating facts about Chicago’s architecture and history, making the tour both educational and entertaining.
The Chicago Pedway and Loop tour is ideal for architecture enthusiasts, urban explorers, and those interested in Chicago’s hidden infrastructure. It suits visitors who want a short, indoor-friendly activity, especially during cooler or rainy days. The tour’s small-group format also makes it suitable for families, couples, or small groups seeking a personalized experience.
This tour offers an affordable and insightful look into Chicago’s underground tunnels, public art, and historic landmarks. It combines outdoor sightseeing with interior explorations, providing a balanced view of the city’s architectural fabric. The knowledgeable guides and small group size make it a comfortable and engaging experience for most visitors.
While it’s not a deep-dive into every detail, it excels at revealing hidden spaces that are often missed by travelers and locals alike. It’s especially perfect for those with limited time or those seeking a different perspective on Chicago’s urban landscape.
“It was a great experience with Adam who is passionate about his job. I've learnt so much. Adam make sure that you are enjoying the experience and a…”
How long is the tour?
The tour lasts approximately 2 hours.
What is the price?
The cost is $35 per person.
Where does the tour start and end?
It begins at 120 North LaSalle Street and ends near Millennium Park at Aqua, 225 N Columbus Drive.
Is the tour suitable for all weather?
Yes, it operates rain or shine, but dressing appropriately is recommended.
How many people are in a group?
The maximum group size is 15 travelers.
Do I need to have any special fitness level?
A moderate physical fitness level is recommended, as walking and stairs are involved.
Are tickets refundable?
Yes, free cancellation is available up to 24 hours in advance.
What makes this tour special?
It offers a rare look into Chicago’s underground Pedway system, with insider stories and hidden architectural gems not easily seen on regular sightseeing tours.