Discover the ‘dark side’ of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine’s Day Massacre, learn about ‘The Enforcer’s Safe,’ and stop by local watering holes.

Learn about Chicago’s most famous gangsters like Al Capone and Frank Nitti
See notorious crime sites like the scene of the St. Valentine’s Day Massacre
Tour famous landmarks like The Burwood Tap and Harry Caray’s Italian Steakhouse
Great introduction into the Windy City’s colorful crime history

What To Expect

Chicago Crime Tours and Experiences

On this tour, you will learn about the histories of leading gangster and mobster figures like Al Capone, John Dillinger, Frank Nitti, Dean O’Banion, and Bugs Moran. You’ll see famous gangster shootout sites like the St. Valentine’s Day Massacre, the handshake murder, and ‘The Enforcers” safe and tunnels. You will be led by a local, informative guide and guests are able to get off the bus and explore these historic crime scenes.
2 hours • Admission Ticket Included

Water Tower Place

Pick-up and drop-off for the tour are right across the street from this Chicago Landmark.
1 minutes • Admission Ticket Free

North Avenue Beach

Pass by the beach on beautiful Lakeshore Drive.
• Admission Ticket Free

Lincoln (Abraham) Park

Drive by the park on the way to several historic crime scenes throughout Chicago.
• Admission Ticket Free

Biograph Theatre

Other sights you’ll see include landmark buildings like Biograph Theater and Harry Caray’s Italian Steakhouse. The bus departs on time. Guests may not join the tour after the bus departs.
• Admission Ticket Free

Oz Park

Drive by Oz Park on the way to the St. Valentine’s Day Massacre site in the Lincoln Park neighborhood.
• Admission Ticket Free

Harry Caray’s Italian Steakhouse

Go inside to visit Nitti’s Vault, a crime museum and see the historic bootlegging tunnel.
10 minutes • Admission Ticket Free

Holy Name Cathedral

Walk the last steps of Northside gangster Hymie Weiss.
7 minutes • Admission Ticket Free

Highlight

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Service animals allowed
Near public transportation
Most travelers can participate
Bus departs on time. Arrive at least 15 minutes early for check-in.
Guests may not join the tour after the bus departs. General seating is on a first-come first-served basis. Joint seating is not guaranteed.
No restroom breaks. Please go before checking in at the bus.
No eating or drinking on the bus.
There is no onsite office.
Bus is NOT equipped with an electronic lift. Tour includes steps and stairs.
This tour/activity will have a maximum of 39 travelers

Include

Luxury temperature controlled coach bus
Professional tour guide and chauffeur
Live interactive tour guide in English
Photo opportunities off the bus at infamous crime scenes
Test your knowledge with the Crime Quiz
Historic video footage
Keepsake brochure with special offers

Exclude

Gratuity