Chicago Night Crimes Tour by Bus: Explore Al Capone’s Chicago After Dark
Difficulty
easy
Duration
2–2.5 hours
Fitness Level
Suitable for all fitness levels; requires short walks of 5–15 minutes at stops and ability to board bus steps.
Overview
Ride a climate-controlled coach through Chicago’s most notorious crime scenes with a local guide who blends history, video, and on-foot stops. In 2–2.5 hours you’ll see Biograph Theatre, the St. Valentine’s Day Massacre site, Nitti’s Vault and more—perfect for history lovers and true-crime fans.
Chicago Night Crimes Tour by Bus: Explore Al Capone’s Chicago After Dark
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The coach idles with city light reflecting off its black paint. You step on board and the hum of the engine becomes the background to a storyteller’s voice: crisp, local, and full of names—Capone, Dillinger, Bugs Moran. As the bus rolls away from 163 E. Pearson, Michigan Avenue slips past in a blur of neon and glass. River reflections dare you to look closer; streetlights push the shadows into sharp frames where history once played out.
Adventure Photos
Adventure Tips
Arrive Early for Check-in
Report 15 minutes before departure at 163 E. Pearson to confirm your name on the list—buses leave on time and late arrivals cannot board.
No Restroom Breaks
There are no planned restroom stops; use facilities beforehand and plan accordingly for children and seniors.
Mobility & Boarding
Bus can carry one folding wheelchair but has steps to board and no electronic lift—call in advance for assistance or seating needs.
Respect Private Property
You may get off to view scenes, but stay on public sidewalks and follow the guide—no trespassing at historic sites or alleyways.
Local Insights
Wildlife
- Red-tailed hawk (often seen on high ledges)
- Peregrine falcon (nests on skyscrapers near the river)
History
Chicago’s mob era peaked during Prohibition when bootlegging and speakeasies turned parts of the city into organized crime hubs; the Water Tower remains one of the few pre-fire buildings in downtown.
Conservation
Respect historic sites and private property, support local museums like Nitti’s Vault, and avoid leaving litter at on-foot stops to protect urban heritage.
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Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Layered Jacket
Keeps you warm during windy nights along the lakefront and cools quickly when the bus heater kicks in.
fall specific
Comfortable Shoes
You’ll step off at several crime scenes, so stable shoes for short pavement walks are recommended.
Portable Phone Charger
Low-light photography and guide videos drain batteries—carry backup power for photos and ticket access.
Valid ID & Mobile Ticket
Guide checks names from the guest list—have your mobile ticket and photo ID ready for quick boarding.