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Explore Chicago’s iconic Riverwalk with this flexible, self-guided walking tour. Discover top landmarks, stories, and stunning views at your own pace.
If you’re visiting Chicago and want to see the city’s famous architecture and river scenery without spending a fortune or sticking to rigid schedules, this self-guided Riverwalk tour offers a compelling option. For just $14.99 per person, you get access to a detailed audio tour that you can enjoy anytime over the course of a year, making it perfect for both first-time visitors and those returning for a second look. The tour takes roughly 1 to 2 hours, but you set the pace, stopping whenever something piques your interest.
What we love most about this experience is its flexibility—you can start whenever you want, pause for a quick photo or snack, and take as long as you’d like at each stop. The offline GPS map is a real boon, especially if you’re worried about losing signal. However, a potential drawback is that there’s no guided group or personal interaction—this is all about exploring independently, which might not suit travelers seeking a more immersive guide-led experience. Still, if you enjoy discovering at your own pace and want a budget-friendly, rundown of Chicago’s riverfront, this tour is an excellent choice.
This tour is best suited for those who love independent exploration, are comfortable using a smartphone app, and want to maximize their time along Chicago’s stunning Riverwalk. Whether you’re on a tight schedule or planning to revisit the city, this flexible tour offers a wealth of information that’s easy to access and enjoy.
This tour is essentially a digital companion that guides you through Chicago’s Riverwalk, highlighting the city’s iconic architecture, historic bridges, and cultural landmarks. The beauty lies in its simplicity—download the app beforehand, enter the provided password, and you’re set to explore at your leisure.
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The audio commentary is crafted to tell stories behind the sights, giving you more context than just a list of buildings. From the Wrigley Building to the NBC Tower, each stop is thoughtfully chosen to showcase the city’s architectural evolution and the stories that make Chicago unique.
Plus, reviewers like James_N have emphasized that “the walk along the river is very enjoyable” and that the tour offers a great overview of Chicago’s architecture. Several appreciate the knowledgeable narration—which is critical when exploring on your own—making it feel like having a friendly local guiding you.
Stop 1: Wrigley Building
The tour kicks off at this terra cotta marvel, with its giant clock towers and inviting character. Named after the chewing gum magnate William Wrigley Jr., this landmark is as much about history as it is about iconic visuals. Nearby, the Hotel Intercontinental hides an observatory that’s often overlooked but worth noting if you’re planning to peek inside.
Stop 2: Michigan Avenue Bridge
This beautifully designed bridge isn’t just functional; it’s a visual highlight. Its flags, which hold a fascinating history, add a colorful touch to the skyline. The storytelling about this bridge’s architecture and past makes it more than just a crossing.
Stop 3: Trump International Hotel & Tower
A showcase of modern engineering, this 1,399-foot tall skyscraper employs construction techniques similar to Dubai’s Burj Khalifa. Standing as one of the tallest in the country, it’s a reminder of Chicago’s role in the skyline race.
Stop 4: Vietnam Veterans Memorial
A somber but beautiful tribute, this rectangular pool honors Illinois residents who lost their lives in the Vietnam War. The reflective water and peaceful setting make it a poignant stop.
Stop 5: Marina Towers Condominiums
They look like giant corn cobs, but these twin towers are more than just distinctive—they’re a self-contained community with amenities like a theatre, gym, marina, and even an ice rink. It’s a snapshot of Chicago’s inventive residential design.
Stop 6: Dearborn Street Bridge
Constructed in 1962, this bridge replaced a poorly received previous one. The narration explains why residents hated the old bridge and how this new design addressed those issues.
Stop 7: Reid Murdoch Building
Dating back to 1914, this building was once the home of Encyclopedia Britannica. Its modest exterior belies its significance, offering a glimpse into Chicago’s early 20th-century architecture.
Stop 8: Merchandise Mart
A true giant, this building’s art-deco style and its size—so large it has its own zip code—make it a Chicago landmark. The 4 million square feet of commercial space are impressive by any measure.
Stop 9: Chicago River Museum & Bridgehouse
This museum gives context to the river’s importance and offers bird’s-eye views from the top floor. It’s a great place to learn more about the city’s relationship with its waterways.
Stop 10: Tribune Tower
A neo-Gothic marvel, this tower was the result of a design contest for the Chicago Tribune’s 75th anniversary. Its intricate details make it a photographer’s dream.
Stop 11: William P. Fahey Bridge
The newest river bridge in Chicago, built to modern standards, exemplifies how engineering has evolved. The narration explains the technological advances over previous bridges.
Stop 12: NBC Tower
Modelled after Rockefeller Center, this building has hosted famous TV shows and remains a striking example of art deco style in the city.
The main draw is the engaging storytelling—delivering stories, fun facts, and history behind each landmark. You’ll also benefit from extra stories if you want to explore further, and the app’s offline maps mean no worries about signal loss while exploring.
You’ll download the Actions Tour Guide App, receive a password via email or text, and then start the tour at your convenience. Since it’s self-guided, you can start at the beginning or pick certain stops you’re most interested in. It’s ideal for solo travelers, couples, or families wanting to explore at their own pace.
The price point offers excellent value—especially considering the one-year access. With the ability to share the tour (such as splitting headphones), it’s also a budget-friendly option for couples or groups.
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This self-guided Chicago Riverwalk tour offers a cost-effective, flexible, and informative way to experience the city’s architecture and river scenery. For travelers who enjoy independent exploration and want a deep dive into Chicago’s iconic landmarks, it’s an excellent choice. The storytelling element, paired with easy navigation, turns a simple walk into a memorable guided experience—minus the guide.
While it doesn’t provide personal interaction or guided commentary, the detailed narration and offline maps compensate by giving you a well-rounded understanding of Chicago’s skyline and history. It’s especially suitable for those on a budget, with limited time, or who prefer to explore at their own pace.
If you love stunning architecture, enjoy learning stories behind the sights, and want the flexibility to explore on your terms, this tour delivers great value and a memorable experience.
Do I need a guide or group to enjoy this tour?
No, this is a self-guided tour. You download the app, enter the password, and explore without a guide or group.
Can I start the tour at any time?
Yes, you can begin whenever it suits you. The tour is valid for an entire year after booking, giving you plenty of flexibility.
Is the tour suitable for children or families?
While the app is easy to use and informative, it’s primarily designed for individual exploration. Children can enjoy the sights, but keep in mind the narration is aimed at adults interested in architecture and history.
What should I bring on the tour?
A smartphone with downloaded app and offline maps, plus headphones or earbuds to listen comfortably as you walk.
How long does the tour take?
It lasts about 1 to 2 hours, but you can take longer if you wish to linger or explore side streets and photo spots.
Are there any entrance fees or tickets needed?
No, all stops are free to view. The tour provides background stories, but visiting the landmarks themselves may require separate tickets if you choose to enter buildings or museums.
What’s the best way to navigate between stops?
The app’s GPS map will guide you from one landmark to the next. Since it works offline, you don’t need cellular service once downloaded.
In summary, this Chicago Riverwalk Self-Guided Walking Tour is an excellent option for those seeking a flexible, informative, and budget-friendly way to enjoy the city’s iconic sights. With detailed stories and the freedom to explore at your own pace, it’s a smart choice for independent travelers who value authentic experiences and stunning views.