If you’re eyeing a quick, visually engaging way to get to know Chicago’s architectural scene, the Chicago: Art Deco Skyscrapers Walking Tour might just be a good pick. We haven’t done it ourselves, but based on reviews and detailed descriptions, it seems like a solid experience for anyone interested in architecture, history, or just wanting to see some of the city’s most beautiful buildings up close.
Two things we really like about this tour are the opportunity to see inside five different iconic buildings—which is a rare treat—and the fact that it’s led by a certified docent from the Chicago Architecture Center, ensuring you get a knowledgeable, well-trained guide. The only snag might be the limited duration of 1.5 hours, which feels a bit tight considering how much there is to see, especially if you’re a slow walk or want to linger longer inside the buildings.
This tour is particularly well-suited for those who prefer a structured, informative walk that combines history, architecture, and stunning design. It’s also a good choice if you’re curious about the Art Deco style, which was a symbol of the Roaring ’20s prosperity, and want to understand how it shaped Chicago’s skyline.
Key Points

- In-depth architectural knowledge from trained guides, making the experience both educational and engaging.
- Access to five iconic Art Deco buildings that you wouldn’t normally get to explore on your own.
- A well-paced 1.5-hour walk that balances sightseeing with storytelling.
- Affordable price point at $30, especially considering the insider access to luxurious interiors.
- Support for Chicago’s community initiatives through ticket purchases, which fund local education programs.
- Small group size (limited to 10 participants) for a more personalized experience.
Why This Tour Might Be Just Right for You

If you love learning about architecture and enjoy discovering the stories behind notable buildings, this tour delivers on that front. The guide’s expertise, combined with the chance to see exquisite interiors, offers more than just a superficial glance at Chicago’s skyline. It’s especially appealing if you’re the type who appreciates geometric design motifs like zigzags, sunbursts, and octagons, all hallmarks of the Art Deco style.
On the practical side, the price of $30 makes this a reasonably priced activity—especially when you consider that you’re getting inside five landmarks that are designated Chicago landmarks. The tour’s duration of 1.5 hours makes it an excellent morning or afternoon activity if you’re trying to pack in sightseeing without overdoing it.
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What You Can Expect on the Tour

The tour kicks off at 30 N LaSalle Street—a central spot perfect for easy access. You’ll gather with your small group (no more than ten people) and start your journey by learning about the origins of Art Deco, influenced by Cubism and ancient Middle Eastern motifs. Your guide, trained by the Chicago Architecture Center, will bring history alive with stories and context, helping you understand why these buildings look the way they do.
As you stroll through the city’s Chicago River area, you’ll visit five buildings that showcase the style’s opulence and craftsmanship. These include:
- Carbide and Carbon Building (now the St. Jane Hotel): Known for its lavish exterior and distinctive green and gold color scheme.
- Chicago Motor Club Building (now the Hampton Inn): Features geometric ornamentation and a sense of grandeur.
- Trustees System Service Building (now the Century Tower): Often overlooked but packed with colorful Art Deco details.
- Engineering Building: An impressive example of the style’s influence on functional yet fashionable design.
- And finally, you’ll end your tour at the Merchandise Mart, a true icon in Chicago’s architectural landscape.
Throughout, you’ll have the chance to ask questions and get a behind-the-scenes look at some interiors that aren’t usually open to the public. One reviewer mentioned how worthwhile it was to see inside buildings like the Chicago Board of Trade, which had security that prevented entry otherwise.
The Experience of Visiting Iconic Buildings

The interiors of these skyscrapers are often just as dazzling as their exteriors. When the guide takes you inside, you’ll appreciate the use of lavish materials and geometric ornaments that embody the hope and prosperity of the 1920s. Many buildings feature artwork and motifs that reflect that era’s optimism, and seeing these firsthand gives you a deeper appreciation for Chicago’s architectural heritage.
One reviewer noted that the tour is “very informative” and appreciated the pace and knowledge shared. Another praised the guide as “funny and knowledgeable,” which can make the experience more relaxed and enjoyable. A few comments did mention that the walk can feel a bit slow at times, especially if some participants lag behind or aren’t as interested in every detail, but overall, most found the pace manageable.
The Value of Supporting Chicago’s Architecture and Community
A noteworthy aspect of this tour is that ticket proceeds support local educational and community programs via the Chicago Architecture Center. When you book, your contribution helps fund initiatives like Girls Build! and Teen Fellows programs, or helps keep events like Open House Chicago accessible and free. So, for just $30, you’re not only indulging your curiosity but also giving back to the local community.
More Great Tours NearbyPracticalities and Tips

- Arrive 10 minutes early at 30 N LaSalle Street to check in smoothly—your guide will check your name off a list.
- The tour runs rain or shine; weather doesn’t halt the experience, so dress appropriately.
- Since no luggage or large bags are allowed, leave those behind to avoid issues.
- The small group size enhances the experience and makes it easier to ask questions or get personalized attention.
- The tour is wheelchair accessible, which is a plus for those with mobility needs.
- No refunds are available if the weather turns bad, so plan accordingly.
Final Thoughts: Who Should Consider This Tour?

In the end, this walking tour is most suited for architecture lovers, history buffs, or anyone curious about Chicago’s iconic skyline. It’s perfect if you want a bite-sized, high-quality experience that combines storytelling with inside views of historic buildings. If you’re traveling with friends or a partner who appreciates design, this is a good choice. It’s also well-suited for those who prefer small, intimate groups and want to learn from experienced guides.
However, if you’re after a long, comprehensive exploration or want to see a broader scope of Chicago’s architecture, you might want to look for longer or more extensive tours. For a quick, engaging look into Art Deco’s impact on one of America’s most celebrated cityscapes, this tour hits the mark well.
Chicago: Art Deco Skyscrapers Walking Tour
FAQ
Is this tour suitable for children?
While the tour is primarily designed for adults, children with an interest in architecture or history might enjoy it. However, keep in mind that the tour is 1.5 hours long and involves walking, so consider your child’s stamina and attention span.
Are strollers or luggage allowed?
No, the tour does not provide storage for strollers or large bags, so plan to leave those behind or find alternative arrangements.
Is the tour accessible for wheelchair users?
Yes, the tour is wheelchair accessible, making it possible for more visitors to enjoy the experience.
What’s included in the price?
Your ticket includes admission to the Chicago Architecture Center exhibits, the 90-minute walking tour, and entry into five Art Deco buildings with a certified docent.
Can I cancel if the weather is bad?
No, tours are held rain or shine, and unfortunately, refunds are not offered due to weather conditions.
What’s the meeting point?
Meet at 30 N LaSalle Street, about 10 minutes prior to the scheduled start. The guide will check your name off a list.
Are there any age restrictions?
The data doesn’t specify age restrictions, but the nature of the tour suggests it’s best suited for adults or older children interested in architecture.
How long in advance should I book?
While not specified, it’s wise to reserve your spot as early as possible—especially in peak seasons—to secure your preferred time.
Is there a recommended time of day for the tour?
The tour is usually available in the morning and afternoon, so choose a slot that fits your schedule and allows you to enjoy the city afterward.
If you’re eager to see Chicago’s architectural gems up close and appreciate the elegance of Art Deco, this tour offers a compact, insightful experience. It balances history, design, and insider views in a way that’s both fun and educational—making it a worthwhile addition to your travel plans.
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