Chicago Riverwalk Self-Guided Walking Tour

If you’re headed to Chicago and want a flexible way to explore its iconic Riverwalk, this self-guided walking tour might catch your eye. Priced at just $14.99 per person, it offers a budget-friendly option for those who prefer exploring at their own pace—no tour groups or schedules involved. We’ve looked into it, and here’s what you should know before deciding if it’s the right fit for you.

What immediately appeals is the ability to use the tour for an entire year after purchase—great if you’re planning multiple visits or want to revisit your favorite spots later. Plus, the offline GPS map means you don’t need constant internet, which is a real plus for navigating a busy city like Chicago. On the flip side, this is a self-guided experience, so if you thrive on having a guide with a passion for storytelling or enjoy group tours, this might feel a bit too independent. But for those who love flexibility and choosing their own adventure, it’s a solid option.

This tour is particularly suited for travelers who want to see Chicago’s best landmarks on their schedule without rushing or paying hefty prices. It’s also ideal for visitors who are comfortable with using an app on their phone and don’t mind walking a bit. If you’re into architecture, city stories, or just enjoying a leisurely stroll along the river, you’ll probably find it worthwhile.

Key Points

• Flexible access: Valid for an entire year after purchase, perfect for repeat visits or extended stays.
• Self-paced exploration: You control where and when to stop, making it very adaptable to your day.
• Offline maps included: No signal? No problem. Important landmarks are easy to find with the GPS feature.
• Engaging storytelling: The tour includes audio commentary that shares interesting facts and history behind each sight.
• Affordable: At $14.99, it offers a budget-friendly way to explore a relatively large stretch of the riverwalk.
• No extra costs: The tour is self-guided—no additional tickets or reservations needed.

A Closer Look at the Itinerary

This tour covers a fantastic stretch of Chicago’s Riverwalk, hitting many of the city’s most recognizable landmarks. The stops are designed to give you insights into Chicago’s architecture, historical moments, and urban planning, all while soaking in the city’s vibrant atmosphere.

Wrigley Building

We start with the Wrigley Building, an institution in Chicago’s skyline. Its terra cotta exterior and giant clock tower are instantly recognizable. Named after William Wrigley, Jr., the building’s character is unmatched, and it’s fun to think that this iconic structure’s roots are tied to chewing gum! Nearby, the Hotel Intercontinental hides an impressive observatory, though you’d need to book separately for access. As you stand outside, you’ll get a sense of Chicago’s early 20th-century architectural style.

Michigan Avenue Bridge

Next, the Michigan Avenue Bridge, or DuSable Bridge, is not just functional but a bit of eye candy. It’s a pretty structure with flags that have a story to tell—something you’ll learn about in the app’s commentary. It’s a popular photo spot and a key transit link, so expect some bustling activity here.

Trump International Hotel & Tower

This towering glass giant is hard to miss. Standing at 1,399 feet tall with 98 stories, it’s one of the tallest buildings in the United States. The fact that it employs a building technique similar to Dubai’s Burj Khalifa makes it even more fascinating—though you won’t get inside without a separate ticket, you’ll enjoy the impressive façade from the street level.

Vietnam Veterans Memorial

It’s a quieter moment on the tour, but one that leaves an impact. The memorial’s sunken pool and fountain are a respectful tribute to Illinois residents who sacrificed their lives in Vietnam. It’s a solemn stop, but one that reminds you of the city’s compassion and history.

Marina Towers Condominiums

You’ll recognize these twin towers right away—they look like giant corn cobs, which is a bit quirky but undeniably iconic. They’re more than just residences; they operate as a little city with a theater, gym, marina, and even an ice rink. It’s a prime example of Chicago’s innovative urban living.

Dearborn Street Bridge

Built in 1962, this bridge replaced an unpopular one, which explains why locals welcomed its construction. It’s not old, but it’s a testament to the ongoing development of Chicago’s infrastructure. The tour’s commentary explains what residents disliked about the previous bridge and why this one is better.

Reid Murdoch Building

Dating back to 1914 and now home to the Encyclopedia Britannica, this building is a little overlooked compared to the flashier skyscrapers. Still, it offers a glimpse into Chicago’s historical architecture and business past. Its modest height makes it a different kind of landmark—more grounded and historic.

Merchandise Mart

At a staggering four million square feet, the Merchandise Mart is so big it has its own zip code. Its art-deco style makes it a visual standout. You might find yourself marveling at the scale and the stories behind its design, especially if you appreciate Chicago’s commercial history.

The McCormick Bridgehouse & Chicago River Museum

This spot combines history and views. The museum offers exhibits about the river and its role in shaping the city, plus bird’s-eye views of the river from the top floor. It’s a favorite for those who love looking at city details and learning about engineering marvels.

Tribune Tower

This neo-Gothic skyscraper was born out of a contest by the Chicago Tribune. Its detailed façade and historic significance make it a must-see. The walls are lined with stones from famous landmarks around the world, adding a bit of worldly charm.

William P. Fahey Bridge & NBC Tower

Finally, the newer Columbus Drive Bridge showcases how the city’s construction techniques have evolved. The NBC Tower, inspired by New York’s Rockefeller Center, rounds out the tour with an art deco flair and some pop culture history as a former recording spot for TV shows.

The Experience as a Whole

What makes this self-guided tour stand out is how it combines educational content with flexibility. You can start your walk whenever suits you, pause for photos, or skip stops if something doesn’t catch your interest. The app’s offline maps mean you won’t get lost, even if Chicago’s Wi-Fi acts up, and the ability to use it over a year means you can revisit destinations or take your time.

Based on some reviews, like James_N’s comment, “Overall a great review of Chicago’s history and architecture,” you can expect a mostly positive experience. The storytelling and the variety of landmarks provide a well-rounded look at Chicago’s riverfront.

However, it’s worth noting that this tour doesn’t include entry tickets into any attractions—the focus is on viewing from the outside and hearing stories, which keeps the cost low. If you’re the type of traveler who prefers guided tours with a guide who can answer questions on the spot, this might feel a bit impersonal. But if you enjoy setting your own pace and soaking in the sights at your leisure, this tour hits the right notes.

Practical Details & Tips

• The tour costs $14.99 and is usually booked about 20 days in advance, though you can purchase it closer if you’d like.
• It lasts about 1 to 2 hours, depending on how many stops you linger at.
• The start point is at 65 Chicago Riverwalk, and the end is at River Esplanade.
• The app works from 6:00 AM to 9:00 PM daily, giving you plenty of flexibility.
• Remember to bring headphones or earbuds for the audio commentary.
• Since it’s self-guided, you won’t meet a guide at the start—just follow the prompts and enjoy wandering at your own speed.

The Sum Up

This Chicago Riverwalk Self-Guided Walking Tour offers a cost-effective, flexible, and engaging way to experience the city’s stunning riverfront and architecture. It’s particularly suited for travelers who enjoy exploring independently, listening to stories, and taking their time without the pressure of a scheduled group. The inclusion of offline maps and a year-long validity makes it a practical choice, especially for those planning multiple visits.

While it’s not a guided tour with a live narrator, the app’s audio commentary is enough to enrich your experience with interesting facts and background stories, especially if you’re into architecture and city history. It’s ideal for curious travelers who want to learn without being tied down, and for those who prefer to craft their own journey through Chicago’s iconic skyline.

If you’re after a budget-friendly way to soak in Chicago’s riverfront, this tour is definitely worth considering. Just be prepared to do some walking, bring your own headphones, and enjoy the freedom to explore at your own pace.

FAQ

Is this tour suitable for families or children?
While the tour is self-guided and flexible, it’s mainly focused on architecture and history, which can be engaging for older kids with an interest in those topics. It’s not specifically designed as a family-friendly activity, but families comfortable with walking and using a smartphone app should find it manageable.

How long does the tour take?
The estimated duration is about 1 to 2 hours, depending on how much you stop, take photos, or listen to the commentary.

Can I start the tour at any time?
Yes, the tour is designed to be self-led, so you can start whenever you like within the app’s operating hours (6:00 AM to 9:00 PM).

Do I need to pay for tickets to visit the landmarks?
No, the tour covers outside views and provides stories. Entry into attractions like the observatory at the Hotel Intercontinental or any paid exhibits is not included.

Is the app easy to use?
Absolutely. Once downloaded, it features an offline GPS map and audio cues that trigger as you approach each stop, making navigation straightforward.

What if I face technical issues during the tour?
Support is available if you encounter audio issues. The app is designed to be hands-free, so following the prompts generally works smoothly.

Can I use the tour more than once?
Yes, your access is valid for a full year after purchase, so you can revisit the tour anytime during that period.

Is the tour accessible for people with mobility issues?
Since it’s a walking tour along the Riverwalk, a flat, accessible route, it should be suitable for most visitors. However, check your own mobility needs against the walking distance.

Do I need an internet connection during the tour?
No, the app includes offline maps, so you can explore without cellular service once downloaded.

Is this tour good for someone interested in Chicago’s architecture?
Definitely. Many stops highlight iconic buildings and their stories, making it perfect for architecture buffs.

If you’re looking to enjoy Chicago’s stunning riverfront without breaking the bank or sticking to a rigid schedule, this self-guided tour offers a pretty good deal. Just gear up with good headphones, be ready to walk, and enjoy discovering the city on your terms.