Chicago Crime & Mob Bus Tour: Explore the City’s Underworld
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Step into Chicago's shadowy past with the Chicago Crime and Mob Bus Tour. This 1.5 to 2-hour journey takes you through historic crime scenes and neighborhoods, offering a fascinating look at the city's notorious gangster history. Whether you're a true crime buff or just curious about Chicago's underworld, this tour delivers a mix of storytelling, sightseeing, and photo opportunities.
Travel comfortably in a climate-controlled bus as your guide shares gripping stories about figures like Al Capone, John Dillinger, and Frank Nitti. You’ll visit landmarks such as the Biograph Theatre, Holy Name Cathedral, and the site of the infamous St. Valentine’s Day Massacre. Plus, get inside access to a mob museum and bootlegging tunnels for a closer look at Chicago’s criminal past.
Explore vibrant neighborhoods like Streeterville, River North, and the Gold Coast, all while learning about the city’s colorful history. This tour isn’t just educational—it's a fun, immersive experience that locals and visitors alike rave about as a must-do in Chicago.
Frequently asked questions
How long is the Chicago Crime and Mob Bus Tour?
The tour lasts between 1.5 to 2 hours, giving you plenty of time to see key crime scenes and hear compelling stories.
What’s included in the tour?
You’ll receive a Prohibition Era personality profile, exclusive crime trivia, a mini mob museum, photo ops at famous crime scenes, a souvenir brochure, and historic video footage. An interactive guide will lead the way in English.
Can children join the tour?
Yes, children of all ages up to 99 are welcome. Infants and small children can ride in strollers or prams, making it suitable for families.
Are there any physical requirements or accessibility options?
The tour is suitable for all fitness levels. Infants and small children can be comfortably transported, but note that there are no audio guides or headphones provided.
What are the meeting details?
Meet outside 163 E. Pearson Street, on the southeast side of Pearson and Michigan Ave. Arrive 15 minutes early for check-in. The bus departs promptly, and the guide will be waiting for you.
Is there a cancellation policy?
Yes. You can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations made within 24 hours are non-refundable.
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund. Cancellations within 24 hours are non-refundable.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1.5 hours – 2 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Prohibition Era personality profile
- Exclusive crime trivia quiz
- Mini mob and gangster museum
- Photo opportunities at famous crime scenes
- Live guide in English
- Souvenir brochure with special offers
- Historic video footage
Not included
- Gratuity: Recommended $5 per person (cash or Venmo)
- No translations, audio guides, or headphones provided
Itinerary
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Start at 163 E. Pearson Street
Begin your tour outside this location, learning about legendary gangsters like Al Capone and John Dillinger. Visit sites of famous shootouts and gangland murders. Guests can get off the bus to explore these historic crime scenes.
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Meet your guide at Water Tower Place
Board a luxury coach for a comprehensive 1.5-2 hour tour through Chicago’s crime history, from the 19th century to today.
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Drive by Museum of Contemporary Art
Pass this iconic modern art museum, a highlight for art lovers visiting Chicago.
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See the Magnificent Mile
Drive along this famous shopping and historic district.
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View John Hancock Center in Streeterville
Take in views of this Chicago landmark from the bus route.
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Drive through Lincoln Park
Enjoy scenic views of this historic neighborhood on your route.
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Visit the Biograph Theatre
Stop for 10 minutes to see the site of the John Dillinger shootout and other crime scenes.
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Drive past the site of the St. Valentine’s Day Massacre
See the location of one of Chicago’s most notorious gangland murders.
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Enjoy views from the State Street Bridge
Get a quick 5-minute look at the Chicago River, skyline, and a historic speakeasy.
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Visit the Jewelers Building and Nitti’s Vault
See historic landmarks and go inside to explore a mob museum and bootlegging tunnels for 10 minutes.
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Pass Holy Name Cathedral and the site of the 1929 Massacre
Learn about the brutal gang wars of the Prohibition era, then walk some areas for a more immersive experience.
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Finish at the Water Tower
Conclude your tour at this historic Chicago landmark, one of the few surviving structures from the Great Fire of 1871.
Meeting point & pickup
Meet at the start point outside 163 E. Pearson Street.
Bus pickup is outside 163 E. Pearson (SE side of Pearson St and Michigan Ave). Arrive 15 minutes early for check-in. The bus departs promptly, and the guide will be waiting for you.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund. Cancellations within 24 hours are non-refundable.
- 100% refund if canceled at least 1 day prior
- No refund if canceled within 24 hours
Instant confirmation
Your booking is confirmed immediately after checkout.
From $49.00 per person
- Free cancellation
- Secure checkout with our booking partner
