Relive Chicago’s Gangster Days with Bobby’s Bike Hike

It’s the Chicago Outfit, Al Capone and more on this 3.5 hour tour through the Southside.

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Bobby’s Bike Hike
Chicago, IL

Tour: Southside Gangster’s Tour
Length: Cover 12 miles (19.5 km) in 3.5 hours
When to Book: Advised to book at least 3 days in advance
Group Size: Minimum 2, Maximum 3
Cost: $48.50 USD

Roll through Chicago’s seedier side on this historical tour of the city’s gangster past. Bike through the infamous Bridgeport neighborhood, the Lakefront, Chinatown, and Al Capone’s old stomping grounds in the old Levee District. Learn about the history and transformation of the Chicago Outfit while cruising past the old mob hangouts and homes where history was made.

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