“Cities are poems.
Chicago writes its lines in steel and glass.”
If you listen closely, the Windy City hums with stories. A skyline built by risk takers and visionaries. Bridges that survived mobs and mistakes. Gardens tucked into the middle of downtown. And a giant chrome bean that somehow became everyone’s favorite selfie partner. Chicago charms you before you even realize it.
This Chicago walking tours bundle brings together two essentials in one: a Millennium Park self-guided walking tour and a Chicago Riverwalk tour. Millennium Park blends art, music, and green space, from bold architecture to quiet corners with skyline views. The Riverwalk lets you follow the water through the heart of downtown, with towers rising on all sides like open pages from the city’s past.
With the self-guided audio tour, you explore at your own pace, with no rushing through groups and no fixed schedule. The app uses clear directions and location-aware stories to connect what you see with what happened there, so Chicago feels less like a checklist and more like a living, breathing city you are getting to know.
Along the way, you spend time with the sleek curves of the Pritzker Pavilion, the calm paths and layered plantings of Lurie Garden, the playful faces of Crown Fountain, and the mirrored world of Cloud Gate in Millennium Park. Down on the Riverwalk, the story continues past the DuSable Bridge and Wrigley Building, the Vietnam Veterans Memorial, Marina Towers, Dearborn Street Bridge, the Merchandise Mart, Wolf Point, Tribune Tower, and NBC’s Chicago headquarters. Each landmark adds another layer to Chicago’s personality, from engineering feats and tragic shipwrecks to media empires and bold design.
Millennium Park anchors the experience with Chicago’s public art, iconic Cloud Gate sculpture, and skyline views, while the Chicago Riverwalk offers a lower, slower look at the city along the water. Springfield preserves Illinois history through landmarks connected to Abraham Lincoln and his years there before becoming president. Together, these tours connect Chicago’s modern skyline with the historic roots of Illinois.
Side effect alert: May trigger sudden interest in architecture podcasts, an unstoppable urge to photograph reflections, and a firm belief that Chicago’s bridges deserve their own fan club. Comfortable walking shoes recommended. Deep dish strictly between you and your conscience.
Want all of our tours? Upgrade to Action+:
- An annual $99.99/year subscription offers access to over 200+ tours.
- Unlimited use throughout the year.
- Includes free access to new tours as they are released.
How Does It Work?
- Once you book a tour, you’ll get a text/email with instructions.
- Download the app (while in good Wi-Fi/signal) and use your unique password to access your tours. If multiple versions or entry points are available for your tour, be sure to download all the audio guides.
- Audio Setup: Connect your phone to the car stereo via Bluetooth, USB, or Aux, and bring headphones on walking tours. CarPlay and Android Auto are currently not supported; we’re working toward a solution with Apple.
- To begin touring, go to the starting point and launch the app.
- The audio starts automatically once you reach the starting point. Stick to the tour route and speed limit for the best experience.
- Please note that no one will meet you at the starting point.


