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Old Chicago Gangster Electric Bike Tour

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No Hidden Costs! Our low price includes all taxes and fees.

Experience Chicago's seedier side on this bike tour through Southside's most notorious mobster areas and stomping grounds of famous Al Capone on the Southside Chicago Outfit Tour. A 12 mile, 3.5 hour moderate ride through history. Includes bicycle, helmet, guide and a guaranteed great time!


  • Roll by Chicago famous mob hangouts and homes
  • Learn about the notorious shoot out at Holy Name Cathedral
  • Ride through Chicago's former Red-Light District
  • Explore the Prairie Ave mansions
  • Museum Campus sites
  • Enjoy leisurely ride along the lakefront bike path
Chicago's seedier side will be unveiled on the Southside Chicago Outfit Tour. This 12 mile bike ride travels through Southside's most notorious areas, including the old Bridgeport neighborhood. Learn about the history of the Chicago Outfit as you roll by famous mob hangouts, homes, Chicago's old red-light district, and Al Capone's stomping grounds.

This tour will explain the history of the Outfit and how it has transformed over the years into what it is today. Highlights include: Bridgeport, Chinatown, hidden Palmisano Park, old Italian Outfit hangouts, The old Levee District (Chicago's Red Light district), McCormick Place, Prairie Ave District, Museum Campus and the Lakefront. Now includes a sample of Chicago's world-famous Italian beef sandwich.

The Southside Chicago Outfit Tour Includes bicycle, helmet, guide and a guaranteed great time!

You won't want to miss this interesting, fun tour. It is a great way to learn history. Make your reservations today and get your eTickets for the Southside Chicago Outfit Tour!
Southside Chicago Outfit Tour
Roll By Chicago Famous Mob Hangouts And Homes
Enjoy Leisurely Ride Along The Lakefront Bike Path
Don't Miss This Interesting & Fun Tour
Boston Old Town Trolley with free Harbor Cruise


Old Chicago Gangster Electric Bike Tour

Operating Times:

April 1- November 4 at 9:00am
April 1-May 25: Sat only; May 26- Jun 21: Sat & Sun; Jun 22-Aug 18: Fri, Sat & Sun
Aug 19-Oct 1: Sat & Sun; October 2-Nov 4: Sat only.
Please arrive at least 15 min early to fit your bike.

Reservation Notes:

Reservations are required. E-Ticket will contain complete details regarding this tour.

# of Stops:



4 hours

Booth Location:

DEPARTS FROM Lake Shore Drive & Ohio Street
540 N. Lake Shore Drive, Chicago, Illinois 60611

Nearest Intersection:

Lake Shore Drive & Ohio Street


322 E. Illinois Street for a discounted rate of $16 for 5 hours. You must have your ticket validated at the bike shop.

Age Requirements:

No one under 16 is permitted on the tour.


Reservations are required at least 3 days in advance of desired tour. Expect to explore Chicago with up to 20 new friends, learn about its history and have unparalleled fun ~ They suggest tennis shoes or boots, depending on the season, and comfortable, loose-fitting clothes that are appropriate for the weather. The key to comfort is layering, so you can adjust to changing conditions on the spot ~ If there is an unforeseen change in your schedule, you can cancel your tour with 72 hour notice ~ Note that tours go out rain or shine. In the rare event that a tour is canceled due to extreme weather, they will allow you to reschedule your tour (subject to availability) or offer a full refund ~ They provide free ponchos when the weather requires ~ Your eTicket will guarantee your spot on the tour and save you money as well as time. You get to bypass the payment line and go directly to check-in with your guide. Plus, you save 10% off of the walk-up prices ~ Guarantee Note: Due to the limited reserved seating and factors beyond the control of the operator, this product does not fall under the Trusted Tours and Attractions Guarantee Program.

Old Chicago Gangster Electric Bike Tour Booth Location
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