Chicago has stories worth hearing
Mostly true stories about the people, disasters, rivalries, and schemes behind Chicago. No group. No schedule. Just press play and walk.
Hear what it sounds like
30 seconds of Chicago
Better than a group tour. Fraction of the price.
- Fixed schedule — show up at 10am or miss it
- Keep up with 20 strangers
- Can't pause for coffee or photos
- Forget everything by dinner
- Go anytime — morning, night, Tuesday, whenever
- Just you (or bring friends for $4.99)
- Pause, rewind, take your time
- Stories you’ll still be talking about at dinner
A taste of the narration
"You're standing near where the Lexington Hotel once stood. This was Al Capone's headquarters from 1928 until his arrest in 1931. The building is gone now—demolished in 1995—but for three years, this was the most dangerou..."
— From the stop at The Site of the Lexington Hotel
That's the vibe. 51+ stops of it.
Pick your Chicago adventure
Each tour covers different ground and tells a different story. Compare the route, length, and stops before choosing.
The Loop
Bootleggers, Bullets & Baloney
Walk through Prohibition-era Chicago, when this city was run by gangsters, corrupt politicians, and men with surprisingly good taste in suits. Everything I tell you will sound absolutely true. Some of it is. Some of it... I made up. Your job? Try to figure it out.
View This Tour
Museum Campus
Museum Campus: Landfill of Dreams
The story of three world-class museums built on fifty-seven acres of garbage, one controversial stadium, and a midnight bulldozer raid.
View This Tour
The Loop
Steel, Stone, and Ego
After the Great Fire, Chicago handed the keys to a bunch of ambitious architects and said — fix this. What followed was a century of skyscrapers, scandals, and egos the size of the buildings themselves. You'll meet the man who invented "form follows function" and died broke, a political dynasty that turned one building into a fifty-times fortune, and an artist who REALLY wishes you'd stop calling his sculpture "the bean."
View This Tour
Lincoln Park
The Best Free Day in Chicago
One of America's oldest free zoos. A Victorian glass house. A hidden garden designed by a man who cashed in his life insurance for flowers. And roughly twelve thousand unmarked graves. All free.
View This Tour+ 1 more tours in the app
More than names and dates
A city told through its best stories.
Great characters
Meet the dreamers, crooks, rivals, and accidental geniuses who left their mark.
Real stakes
Follow the money, grudges, disasters, and impossible choices behind familiar places.
A little mischief
A few playful inventions keep you listening closely—but the story always comes first.
Make Chicago fit your day
First visit
Get oriented without joining a group.
See the places you came for, then understand the strange decisions and people that put them there.
A free afternoon
Start now. Stop for lunch. Continue later.
The tour follows your schedule, so a good detour never becomes a problem.
You live here
Make familiar streets interesting again.
Look past the landmark and meet the feud, failure, or lucky accident hiding underneath it.
Routes, stops, and prices are shown before purchase.
Quick answers
What does a tour cost?
Individual tours start at $9.99. A city pack is $14.99 and all access is $24.99. Apple handles payment in the app.
Do I need cell service?
Download the tour audio on Wi-Fi before you leave. Cached narration plays without streaming; map tiles and other online features may still need a connection.
Is this just another boring audio guide?
It's the opposite. Think of a great narrative podcast that knows where you are. The narrator is funny, the stories have characters and consequences, and every stop gives you a reason to keep walking.
Can I do it with friends?
Definitely. Add up to 3 friends for just $4.99. Everyone gets the full experience on their own phone. Pause together, wander together, and compare favorite stories afterward.