Chicago After Dark: Crime & Mystery Bus Tour
Wed, Oct 01, 2025 07:00 AM - Fri, Oct 31, 2025 15:00 PM
Michigan Avenue, Chicago, Illinois, United States
Chicago After Dark: Crime & Mystery Bus Tour
Wed, Oct 01, 2025 07:00 AM - Fri, Oct 31, 2025 15:00 PM
Overview
About this Event
Chicago Crime Bus Tour: Mobsters, Mayhem & Historic Crime Scenes
Step aboard a luxury coach for a gripping 2–2.5 hour journey into Chicago’s criminal past. From mob legends to infamous crime scenes, this interactive bus tour brings the gritty underworld of the Windy City to life. With historic video footage, live commentary, and stops at real-life crime locations, you’ll uncover the darker side of Chicago that shaped its history—and its legends.
Departure & Return
Location: Outside 163 E. Pearson St. (SE corner of Pearson St. and Michigan Ave)
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Look for the tour guide at the bus
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Arrive 15 minutes early for check-in (late arrivals cannot join once the bus departs)
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Tour starts and ends at the same location
Duration
2 to 2.5 hours
Language
Live tour guide in English
Tour Highlights & Stops
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Chicago Crime Tours HQ (Start/End Point)
Kick off the tour with an overview of infamous gangsters like Al Capone, John Dillinger, Bugs Moran, and more.
Duration: 15 minutes -
St. Valentine’s Day Massacre Site
Visit the scene of one of Chicago’s most infamous gangland killings. -
Biograph Theatre
Learn the story of John Dillinger’s final moments.
Duration: 10 minutes -
Harry Caray’s Italian Steakhouse
Step inside to explore Nitti’s Vault and a historic bootlegging tunnel.
Duration: 10 minutes -
Holy Name Cathedral
Walk the last steps of gangster Hymie Weiss.
Duration: 5 minutes -
Jewelers Building (35 E Wacker)
Snap photos of this historic landmark with mobster connections.
Duration: 5 minutes -
Chicago River & State Street Bridge
Enjoy views and stories of speakeasies and Prohibition-era secrets. -
Drive-by Sights Include:
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Water Tower Place
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Museum of Contemporary Art
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John Hancock Center
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The Magnificent Mile
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Abraham Lincoln Park
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North Avenue Beach
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Oz Park
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Historic Water Tower
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What’s Included
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Luxury climate-controlled coach
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Live tour guide and professional chauffeur
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Interactive crime quiz
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Historic video footage and commentary
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On- and off-bus stops for photo ops
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Access to a mini mob museum
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Keepsake brochure with special offers
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Storage space for one folding wheelchair or stroller
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Spy of secret Prohibition-era tunnels (subject to availability)
Important Info
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No restrooms onboard or breaks during the tour
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No food or drink on the bus
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Service animals welcome
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Suitable for all fitness levels
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General seating: first-come, first-served
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Guests with special needs should contact the supplier in advance (bus is not wheelchair-lift accessible)
Voucher Info
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Mobile or paper ticket accepted
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Tour provided through Viator
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Groupon customers: Contact Groupon directly for questions; Viator is not affiliated with this deal
Note: This offer is not eligible for promo codes.
Gratuity: A $5/person tip is recommended (cash or Venmo).
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