Discovering Chicago’s Art Deco Skyline: A Walk Through Architectural Elegance
If you’re passionate about architecture or simply love discovering new facets of a city, the Chicago Walking Tour: Art Deco Skyscrapers Loop offers a neat way to spend a couple of hours. While I haven’t personally joined this exact tour, the glowing reviews and detailed descriptions suggest it’s a solid choice for anyone wanting to see Chicago’s distinctive Art Deco buildings up close.
What I really appreciate about this experience is its focus on personalized attention—a small group means more opportunity to chat with your guide and get tailored insights. Plus, it includes entry to the Chicago Architecture Center, which allows for a deeper dive into Chicago’s architectural story after the walk. On the flip side, it’s worth considering that the tour is only about an hour and a half, so if you’re a deep architecture enthusiast or eager to explore more of Chicago’s architecture, this might be just a taste rather than the full meal.
This tour seems best suited for architecture buffs, history lovers, or curious travelers who want an engaging look at Chicago’s iconic buildings without the fuss of a large tour group. Whether you’re visiting for a weekend or have a few days to explore, it’s a manageable, insightful experience that pairs well with other sightseeing adventures in the Loop.
Key Points

- Small-group format ensures a more intimate and personalized experience.
- Expert guides are certified by the Chicago Architecture Center, offering professional insights.
- Focus on Art Deco architecture, with visits inside buildings often skipped by larger tours.
- Includes admission to the Chicago Architecture Center, adding opportunity for further exploration.
- Accessible and manageable in duration—about 1 hour 30 minutes—ideal for a quick yet enriching overview.
- Good value at $35 per person, especially considering the insider knowledge and entry included.
A Closer Look at the Tour Itinerary

The tour begins at 30 N LaSalle Street, a central spot in the Loop, making it easy to find and convenient to connect with public transportation. From there, the journey takes you around some of Chicago’s most notable Art Deco skyscrapers.
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Stop 1: 30 N LaSalle St
This building marks the start of your architectural journey. As the tour unfolds, your guide will point out the ornamental facades that exemplify the Art Deco style, often highlighting the craftsmanship that might otherwise go unnoticed. Since this stop is just a quick view, it’s more about setting the scene for what’s to come.
Stop 2: The Rookery Building
Here, you’ll step inside to see the Art Deco-inspired lobby designed by William Drummond. According to reviews, the interior is a highlight, with many visitors noting that it’s a rare chance to see inside buildings that are usually off-limits on other tours. The lobby’s details and design are especially appreciated by architecture enthusiasts. One reviewer called it “beautiful buildings, lots of history,” which captures the sense of stepping back to a golden age of architecture.
Stops 3 & 4: 135 S LaSalle St and 1 N LaSalle St
These stops include exterior views and discussions around the buildings’ significance. They’re quick appreciation points but serve as critical pieces in understanding Chicago’s skyline evolution during the 1920s and 30s.
Final Stop: Chicago Board of Trade Building
The tour culminates in front of Chicago’s most prominent Art Deco skyscraper, featuring a striking design that perfectly encapsulates the era. Many reviews rave about the building’s architectural details and the good vantage point it provides for photos and reflection.
Bonus: Chicago Architecture Center
While not part of the walking route, your ticket grants access to the galleries of the Chicago Architecture Center. This is a nice added feature—think of it as a post-tour extension where you can deepen your knowledge or enjoy exhibits related to Chicago’s architectural history.
What Makes This Tour Stand Out

The guides are a huge factor in what makes this experience worthwhile. Multiple reviews praise their knowledge, with many calling guides “very knowledgeable” and “passionate,” making the history and architecture come alive. One reviewer even mentioned gold-standard guiding, saying, “Robin was exceptional,” which hints at the level of expertise you’re likely to encounter.
Inside building visits are another highlight. Many tours overlook interiors, but this one specifically includes visits to interiors most other tours skip. That means you get a chance to see the craftsmanship and detail that make Art Deco buildings special. One reviewer exclaimed, “Look up and see what you are missing,” emphasizing how much intricate detail is often overlooked in passing.
The tour’s timing offers just enough depth without dragging on. An hour and a half is enough to absorb the essentials and enjoy a leisurely walk, making it perfect for those with limited time or who prefer their sightseeing brisk and engaging.
Cost-wise, $35 per person offers good value considering the guided insights and the included gallery admission. Though it’s a quick tour, the insider knowledge and behind-the-scenes looks often prove more rewarding than a self-guided walk.
The Experience: What to Expect on the Ground

From the moment you meet in the Loop, you’ll notice the small group size—usually no more than 10 people—which is ideal for meaningful conversations and questions. The guide will lead you through a mix of exterior building views and interior visits, with plenty of opportunities to stop, look up, and ask questions.
Expect to learn about the history of the Art Deco movement, which blossomed in the 1920s and ’30s, and how it influenced Chicago’s skyline. The guides are certified by the Chicago Architecture Center, ensuring your commentary is both accurate and engaging. One reviewer noted their guide, “gave a great educational tour of the pivotal Chicago Art Deco skyscrapers,” which suggests you’re in capable hands.
The tour’s pace is relaxed, allowing ample time to appreciate the facades and interiors. The inclusion of inside visits means you might encounter some building access restrictions depending on the day, but generally, the tour is designed to showcase as much as possible.
Walking shoes are recommended since you’ll be on your feet for about an hour and a half, but the distance isn’t strenuous. The tour ends in front of the Chicago Board of Trade Building, providing a perfect photo op and a natural conclusion point. From there, you can continue exploring the nearby attractions or visit the Chicago Architecture Center to see additional exhibits.
The Real Reader Experience

Based on reviews, people loved the expert guides and the chance to see interiors many other tours don’t offer. One reviewer, who had seen other architecture tours before, said, “This tour was great, and I learned completely different information,” highlighting how diverse and informative the experience can be.
Another shared, “Robin was very passionate and engaging,” which makes a big difference when absorbing the details of architecture. The insider tips and storytelling help bring the buildings’ history and design to life, making it more than just a walk past pretty facades.
Rain doesn’t seem to ruin the experience either. Despite some reviews mentioning touring in the rain, guides like Mitch kept the tour interesting regardless, demonstrating the tour’s flexibility and commitment to providing a quality experience no matter the weather.
Practical Tips for Your Visit
- Meet at 30 N LaSalle St – The starting point is easy to find, and public transportation options are nearby.
- Allow about 1.5 hours for the full experience, including the gallery visit afterward.
- Wear comfortable shoes since you’ll be walking on city sidewalks and touring interiors.
- Book at least 13 days in advance for the best chance at securing spots, as the tour is popular.
- Check for interior access possibilities on the day of the tour, especially during weekends or holidays, as schedules may change.
- The tour is suitable for most travelers, with moderate walking and no strenuous activity involved.
The Sum Up

For anyone curious about Chicago’s iconic Art Deco architecture, this walking tour offers a well-curated, insightful glimpse into a distinctive period of design. With knowledgeable guides, interior visits, and a small-group setting, it’s a smart choice for those who want to see the city’s skyline from a new perspective without committing to a lengthy or expensive tour.
While it’s perfect for architecture lovers and history buffs, casual travelers who enjoy a relaxed, educational walk will also find plenty to love. The inclusion of gallery access adds extra value, making this more than just a sightseeing stroll. If you treasure buildings with character and want to understand their stories, this tour is worth considering.
However, keep in mind its limited duration and focus on the Art Deco style—if you’re looking for a more comprehensive architectural exploration or a longer experience, you might want to pair it with other tours. But for a quick, quality taste of Chicago’s architectural gems, it’s hard to beat this experience.
Chicago Walking Tour: Art Deco Skyscrapers Loop
“Beautiful buildings, lots of history. However the tour guide did not know we were on the tour because Viator did not communicate that to the Chica…”
FAQ

How long does the tour last?
The walking tour runs for approximately 1 hour 30 minutes, making it a manageable, engaging experience without feeling rushed.
Where does the tour start and end?
It begins at 30 N LaSalle Street and ends in front of the Chicago Board of Trade Building, in the Loop district.
Is the tour suitable for people with limited mobility?
Since the tour involves walking around downtown Chicago and some interior visits, it’s best suited for those comfortable on their feet. If mobility is a concern, it’s worth contacting the provider for specific accommodations.
Are interior visits guaranteed?
Interior visits are included and most buildings are accessible, but access may depend on schedules and building policies, especially on weekends or holidays.
What’s included in the price?
The $35 ticket covers the guided walking tour of Art Deco buildings and admission to the galleries of the Chicago Architecture Center afterward.
Can I cancel if my plans change?
Yes, you can cancel for a full refund if you do so at least 24 hours before the tour. Cancellations within 24 hours are non-refundable.
Is the tour family-friendly?
While not specifically geared towards children, the tour’s focus on architecture and manageable pace makes it suitable for most travelers, including older kids interested in buildings.
What should I wear?
Comfortable walking shoes are recommended. Check the weather forecast—rain gear may be needed if rain is expected.
How far in advance should I book?
Booking around 13 days early is advisable, as the tour tends to fill up, and you’ll have better options to pick a date that suits your schedule.
If you’re keen to see Chicago’s impressive Art Deco skyline through a guided lens, this tour delivers a good mix of education and visual delight. Whether you’re an architecture aficionado or a curious visitor, the insights from certified guides and the chance to peek inside historic buildings make it a worthwhile stop on your Chicago itinerary.
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