Chicago Night Crimes Tour: After-Dark Bus Tour of Capone, Dillinger & St. Valentine’s Sites
Ride a climate-controlled coach through Chicago’s underworld on this 2–2.5 hour night tour. See Biograph Theatre, the St. Valentine’s Day Massacre site, speakeasy tunnels at Nitti’s Vault, and hear live, archival-backed storytelling from a local guide.
The Experience
Before You Go
Arrive early for check-in
Report to 163 E. Pearson at least 15 minutes before departure; the bus leaves on time and guests may not join after it departs.
No restroom breaks on board
Use nearby facilities before boarding—the tour does not include restroom stops.
Bring charged devices
Your phone will capture night photos and guide-provided historic video clips; portable chargers are recommended.
Accessibility heads-up
Folding wheelchairs fit in storage but the bus lacks an electronic lift; call the operator in advance for assistance.
Local Knowledge
Hidden Gems
- •Nitti’s Vault private crime exhibit and preserved bootleg tunnel
- •Oz Park statues and quieter Lincoln Park streets nearby the massacre site
Wildlife
- •Pigeons and urban gulls along Lakeshore Drive
- •Mallards on the Chicago River at the State Street Bridge
Conservation Note
Travelers are asked to respect private property and historic sites, keep the streets litter-free, and use public transit to reduce vehicle congestion.
The tour traces Prohibition-era networks and 1930s bank-robbing headlines that reshaped law enforcement and city politics in Chicago.
Photographer's Notes
- • Biograph Theatre marquee
- • State Street Bridge looking toward the river and skyline
- • St. Valentine’s Day Massacre site exterior
What to Bring
Charged smartphone or cameraEssential
Night photography and historic video clips require a charged device for best results.
Warm jacket or layersEssential
Night air off the lake can be cold even in shoulder seasons—layers keep you comfortable during short walks.
Comfortable walking shoesEssential
Pavement and short staircases at stops mean supportive shoes make on-foot time easier.
Portable battery pack
Keeps your devices powered for photos and any guide-sent media during the 2–2.5 hour tour.
Common Questions
Where do I meet the tour?
Meet outside 163 E. Pearson (SE side of Pearson St and Michigan Ave). Check in 15 minutes early; the guide will have the lead traveler list.
Can I use the restroom during the tour?
No—there are no restroom breaks. Use facilities before boarding.
Is the tour wheelchair accessible?
The bus can store one folding wheelchair or stroller but it does not have an electronic lift; contact the operator in advance to discuss needs.
Can I record audio or video during the tour?
Recording without written consent is prohibited. Photography for personal use is allowed at stops unless otherwise indicated.
Can I join late if I miss the bus?
No. Guests may not join after the bus departs—arrive early to avoid missing the tour.
Is this tour appropriate for children?
Yes—infants and small children may ride in a stroller. Content covers real crimes and may not suit very young or sensitive children.
Book This Experience
Check AvailabilityDuration
2–2.5 hours
Location
Chicago, Illinois
Difficulty
easy
Fitness Level
Suitable for most fitness levels; expect short on-foot segments and standing during stops
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