History of the Jazz Age at Chicago Art Deco Architecture Tour

Discover Chicago’s Jazz Age and Art Deco Architecture in a Guided Walking Tour

If you’re a fan of architecture, history, and a touch of the glitz from the Roaring Twenties, this History of the Jazz Age at Chicago Art Deco Architecture Tour offers a fascinating glimpse into one of America’s most vibrant urban eras. For just $67, you’ll spend approximately an hour and a half walking through the historic Loop district, led by enthusiastic guides who bring the city’s golden age to life with stories and insights you won’t find on a map.

What makes this tour stand out is its focus on not just viewing architecture from afar, but actually stepping inside some of Chicago’s most iconic Art Deco buildings. We loved the opportunity to stand in the interiors of structures like the Chicago Board of Trade Building or the Rookery, and learn about how these buildings embody the spirit of the 1920s and 1930s. Plus, the detailed stories about the architects and the historical context add depth to what could otherwise be a superficial stroll.

A potential consideration is the tour duration and physical activity—with just 90 minutes and a moderate pace, it’s manageable for most, but those with mobility issues might want to plan accordingly. Also, since interior access can be subject to schedules or closures, some parts might be less accessible depending on the day. Still, for architecture buffs and history lovers, the chance to hear behind-the-scenes stories makes it worthwhile.

This tour suits travelers who crave authentic stories and detailed insight, especially if you’re interested in the glamour of the 1920s or want to photograph historic facades and interiors. It’s perfect for those who enjoy a blend of walking, learning, and snapping photos of impressive structures.

Key Points

• Focused on Art Deco architecture and the history of Chicago during the Jazz Age
• Includes visits to interior spaces like the Chicago Board of Trade Building and the Rookery
• Led by knowledgeable local guides who share engaging stories and background
• Small-group size (max 10 travelers) for a more personal experience
• Affordable value, including entrance to the Chicago Architecture Center galleries
• Ideal for architecture enthusiasts and Instagram lovers alike

Exploring Chicago’s Art Deco Past in Detail

The tour begins at 30 North LaSalle, where you get a quick look at the site of the historic Chicago Stock Exchange Building, replaced by the modern 30 N La Salle Street skyscraper. Your guide will tell the story of early skyscraper architecture, giving context as you stand before a building completed in 1975 but built on a site with significant history. This initial stop sets the tone for understanding how Chicago’s skyline evolved from the late 19th century through the mid-20th century.

Next, you step inside the Rookery Building, one of Daniel Burnham’s masterpieces from 1888. This is a highlight for many visitors, as it’s the oldest standing high-rise in Chicago, and its opulent lobby—designed by Frank Lloyd Wright—exudes the grandeur of the Gilded Age. An enthusiastic guide like “Jane” (based on reviews) adds personality, sharing stories about Burnham’s influence and the building’s architectural innovations. Visitors rave about how much they learned about the craftsmanship and design details, which are often missed without a guided tour.

From there, the tour continues to 135 South LaSalle Street, home to the Field Building (or La Salle National Bank Building). Completed in 1934, this structure exemplifies the sleek lines and geometric shapes typical of Art Deco style. Standing outside, you’ll notice the detailed facades and the impressive entrances, designed to evoke strength and stability during the Great Depression. The guide points out features that reveal the cultural influences of the era, including Mesoamerican motifs and neo-archaic elements that distinguish Art Deco from earlier styles.

The next stop, One North LaSalle Street, transports you back to the Gatsby era. Built in 1930, it was the tallest building in Chicago for 35 years and is listed on the National Register of Historic Places. Inside, you might get the chance to see some of the interiors, which reflect the grandeur and optimism of the Jazz Age. Several reviewers mention that their guides made the stories fun and engaging, sometimes quoting “The Great Gatsby” to highlight the glamour of the period.

The tour’s highlight is the Chicago Board of Trade Building, a regal 45-story skyscraper completed in the late 1930s. This building epitomizes the Art Deco style with its bold geometric forms, decorative motifs, and lavish interior details. Standing outside, you can feel the energy of the 1920s and 30s, a time when Chicago was a hub of commerce and jazz music. As your guide explains the architectural symbolism, you’ll appreciate why this building remains one of Chicago’s architectural gems.

Finally, the tour wraps up at the Chicago Architecture Center at 111 E Wacker Drive. This venue provides a perfect opportunity to explore more about Chicago’s architecture beyond the tour. The center offers exhibits and information that deepen your understanding of the city’s skyline and its evolution.

What We Loved About This Tour

One of the best aspects of this tour is the expert guides’ knowledge. Multiple reviews praise guides like “Tom” for their storytelling and enthusiasm, helping us see the buildings not just as shapes but as stories of a city in transition. Their insights about the stylistic differences—from the neo-classical influences to the geometric Art Deco—help us appreciate the architectural details that might otherwise go unnoticed.

Another highlight is the interior visits. Being able to step inside buildings like the Chicago Board of Trade or the Rookery offers a tangible connection to the period. The interiors often feature decorative motifs, elaborate lighting, and geometric patterns that make you feel transported back to the Jazz Age.

The small-group size (capped at ten people) ensures a more intimate experience, allowing plenty of opportunities to ask questions and get personalized insights. We also appreciated the value—the tour price includes access to the Chicago Architecture Center galleries, which extend the experience with additional exhibits.

Practical Considerations

A key consideration is that the interior access may sometimes be subject to building schedules or closures, especially on weekends or holidays. That said, the guide will do their best to maximize your experience. The tour is about 90 minutes, which is manageable for most travelers, but those with mobility concerns should note the walking pace and the need to stand for periods.

The price of $67 is quite reasonable considering the insider stories, access to historic interiors, and the focus on Chicago’s architectural heritage. For anyone interested in architecture, history, or photography, this tour offers plenty of photo opportunities and fascinating details.

Who Would Enjoy This Tour?

If you’re visiting Chicago and love architecture or vintage glamour, this tour is a perfect pick. It’s especially suitable for those who want a personalized, expert-led experience with inside access and engaging storytelling. Photography enthusiasts will enjoy the chance to snap shots of iconic facades and interiors, while history buffs will appreciate the context of the Jazz Age’s influence on Chicago’s skyline.

This tour also appeals to travelers eager to see less touristy aspects of Chicago’s architecture, as it focuses on stories and details that you might miss on a self-guided walk. It’s an excellent way to deepen your understanding of the city’s development during one of its most dynamic periods.

The Sum Up

This History of the Jazz Age at Chicago Art Deco Architecture Tour offers a well-rounded, engaging look at Chicago’s iconic buildings from the 1920s and 30s. With a knowledgeable guide, inside access to historic interiors, and a manageable pace, it’s a superb choice for architecture lovers, history enthusiasts, and those keen to see Chicago’s skyline through a new lens.

The combination of storytelling, authentic buildings, and the chance to stand inside some of Chicago’s most celebrated Art Deco landmarks makes this tour a solid investment in your trip. It’s particularly suited for travelers wanting an intimate, educational experience that reveals the city’s glamorous past in a relaxed setting.

Whether you’re snapping photos for Instagram or simply soaking up the stories behind each facade, this tour will deepen your appreciation for Chicago’s architectural beauty and its jazz-age legacy.

FAQs

How long does the tour last?
The tour takes approximately 1 hour and 30 minutes, making it a manageable activity that leaves plenty of time for exploring Chicago on your own afterward.

Is the tour suitable for people with mobility issues?
Yes, the tour involves walking at a moderate pace and some interior visits, but travelers should be aware of the physical demands. The guide can provide assistance if needed.

What is included in the price?
The $67 fee covers all fees, taxes, a professional guide, a small group experience, opportunities for photos, and admission to the Chicago Architecture Center galleries.

Can I cancel if my plans change?
Yes, you can cancel free of charge up to 24 hours before the scheduled start. Cancellations within 24 hours are non-refundable.

Will I see the interiors of buildings?
You may get inside some buildings, such as the Chicago Board of Trade and the Rookery, but interior access depends on schedules and building policies that day.

Is there a recommended age or fitness level?
The tour is suitable for most adults with moderate physical fitness. It’s a walking tour, so comfortable shoes are advised.

Embark on this journey through Chicago’s Jazz Age, and you’ll come away with a newfound appreciation for the city’s architectural artistry and the lively history that shaped its skyline.