Free Tour Al Capone and the Secrets of Chicago
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Explore 1920s Chicago on a free tour, where you'll discover how Al Capone and other criminals shaped the city's history. Visit iconic landmarks like the Wrigley Building or Chicago Theater while uncovering dark secrets and urban legends.
Delve into the Chicago of the 1920s, a vibrant, dangerous, and mysterious city. On this free tour, you'll discover how Al Capone and other mob figures left an indelible mark on the city's history. From Prohibition to the most chilling crimes, we'll take you to the corners where fact exceeds fiction.
Our tour begins in front of the Wrigley Building, overlooking the Chicago River, a silent witness to bootlegging and chases. Continue to the iconic Chicago Theater, exploring its connection to the golden age of the mob. We'll pass City Hall, a symbol of power and corruption, and arrive at the Palmer House Hilton, home to tales of luxury, mystery, and organized crime.
The tour would not be complete without a visit to The Berghoff, an emblem of resistance during Prohibition, and culminating at The Bowman, a work of art loaded with symbolism and enigma that represents the haunting spirit of Chicago.
In addition to stories of Al Capone, we'll uncover secrets about H.H. Holmes and his spooky ‘Castle of Horrors’, the clandestine speakeasy routes, and the urban legends that live on in the city's streets. Discover the darkest and most fascinating Chicago with us.
Meeting point
Pioneer Court, just next to the Apple Store
Before you go
- Length
- About 2h
- Languages
- Spanish
- Usual start times
- 15:00, 16:30 (Chicago time)
- Coming up
- 41 departures in 3 months, 3 this week
Questions about this tour
How much does this tour cost?
Nothing up front. You book for free and tip your guide at the end. Many travellers tip around €5 to €15 per person, depending on the length and quality of the tour.
How long does it take?
About 2h.
Where does it start?
The meeting point is Pioneer Court, just next to the Apple Store. The map on this page shows the exact spot.
What languages is it in?
Upcoming departures are in Spanish. Pick your language in the calendar to see only those.
When does it run?
41 departures are listed in the next three months, 3 of them in the next 7 days, usually at 15:00 and 16:30. Times are local to Chicago.
Do I need to book?
Booking is a good idea: groups are limited and popular times fill up. Create a free Tripsora account, pick a day and time, and press Book to finish with the tour provider.
Is it accessible?
The tour provider has added accessibility information for this tour. Check the details with them when you book, and tell your guide about any needs on the day.
Can I bring my dog?
The tour provider lists this tour as pet friendly.
Other free tours in Chicago
- Free Tour The Loop Chicago 4.7 ★ (179) · 2h 30min
- Walking Loop Tour of Chicago 4h
Accessibility information availablePet friendly
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