Chicago Night Crimes Tour: Explore the City’s Dark History
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Discover Chicago's dark history on the Chicago Night Crimes Tour by Bus. This 2-2.5 hour adventure takes you through some of the city’s most infamous crime scenes, from the St. Valentine's Day Massacre to legendary mob hideouts. It’s a fun, engaging way to explore Chicago’s criminal past with a lively guide leading the way.
Hop on and off the luxury, climate-controlled bus at key crime sites like the Biograph Theatre, Holy Name Cathedral, and the historic courthouse. Capture photos, listen to stories about notorious gangsters like Al Capone and John Dillinger, and walk the same streets they once did. The tour also features vintage videos, interactive commentary, and a crime-themed quiz to keep things interesting.
Whether you're a true crime fanatic or just curious about Chicago’s gritty history, this experience offers a unique look into the city’s criminal underworld. It’s suitable for adults of all ages, and even little ones can ride comfortably in strollers. Get ready for an unforgettable journey into Chicago’s most infamous stories.
Frequently asked questions
How long is the Chicago Night Crimes Tour by Bus?
The tour lasts between 2 to 2.5 hours, giving you plenty of time to see the key crime scenes and hear their stories.
What sites will I see during the tour?
You’ll visit famous crime scenes like the St. Valentine's Day Massacre site, Biograph Theater, Holy Name Cathedral, and more. The bus also passes by landmarks such as the John Hancock Center, Magnificent Mile, and Lakeshore Drive.
Is the tour suitable for children?
Yes, infants and small children can ride in strollers or prams. The tour is accessible for all fitness levels and is primarily aimed at adults, but kids can enjoy the sights and stories too.
What’s included in the tour?
The tour features a personality profile of the Prohibition era gangsters, a mini mob museum, photo opportunities at crime scenes, a live guide, a souvenir brochure, historic videos, and a crime quiz.
Are there any exclusions I should know about?
Gratuities are recommended—about $5 per person—and there are no audio guides or translations included.
Free cancellation
You can cancel for a full refund if you do so at least 24 hours before the scheduled departure.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours – 2.5 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Prohibition Era personality profile
- Mini mob and gangster museum
- Photo ops at famous crime scenes
- Live interactive tour guide in English
- Souvenir brochure with special offers
- Historic video footage
- Exclusive crime quiz
Not included
- Gratuity: Recommended $5 per person (cash or Venmo)
- No translations, audio guides, or headphones provided
Itinerary
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Stop 1
Start outside 163 E. Pearson Street, where you'll learn about Chicago's notorious gangsters like Al Capone, John Dillinger, and Bugs Moran. See famous crime sites like the St. Valentine's Day Massacre and tunnels used by the mob. Guests can get off the bus to explore these historic locations.
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Stop 2
Pick-up and drop-off point located right across the street from the start point, at a Chicago Landmark.
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Stop 3
Pass by the Museum of Contemporary Art, a short walk from the tour start, perfect for enriching your Chicago experience.
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Stop 4
View the John Hancock Center in the historic Streeterville neighborhood.
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Stop 5
See the Magnificent Mile, one of Chicago’s most famous shopping and sightseeing districts.
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Stop 6
Drive past the park en route to several historic crime scenes across Chicago.
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Stop 7
Pass by Lakeshore Drive beach with views of Lake Michigan.
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Stop 8
See landmark buildings like the Biograph Theater and Harry Caray's Italian Steakhouse. The bus departs promptly; late arrivals cannot join after departure.
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Stop 9
Drive past Oz Park on the way to the site of the St. Valentine's Day Massacre in Lincoln Park.
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Stop 10
Visit the Jewelers Building and other historic landmarks.
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Stop 11
Enjoy views of the Chicago River, skyline, and a historic speakeasy from the State Street Bridge.
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Stop 12
Enter Nitti's Vault, a crime museum featuring a historic bootlegging tunnel.
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Stop 13
Walk the last steps of Northside gangster Hymie Weiss.
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Stop 14
Finish across from the Water Tower, a surviving structure from the Great Chicago Fire, often open to visitors before or after the tour.
Meeting point & pickup
Meet at the starting point
Bus pickup is outside 163 E. Pearson Street, on the southeast side of Pearson St and Michigan Ave. Arrive 15 minutes early for check-in. Look for the tour guide at the bus. The bus departs promptly at scheduled times.
Open in Google MapsCancellation & confirmation
Free cancellation
You can cancel for a full refund if you do so at least 24 hours before the scheduled departure.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of departure
Instant confirmation
Your booking is confirmed immediately after checkout.
From $55.00 per person
- Free cancellation
- Secure checkout with our booking partner
