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Chicago Southside Gangster Bicycle Tour

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Chicago Southside Gangster Bicycle Tour Events

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Chicago Southside Gangster Bicycle Tour Information


9:30am Fridays, Saturdays & Sundays

3.5 hours

When to Go:
April - September

Tour Highlights:

Age Restriction:

Quick Facts

  • The Southside Gangster Tour is a 12 mile (19 km) ride through downtown and the near Southside, with some of the best skyline views.
  • A bicycle and helmet is included in the Southside Gangster Tour.
  • Chicago attractions on this favorite Chicago bike tour include Bridgeport, Chinatown, and several old Italian 'Outfit' Hangouts.

540 N. Lake Shore Drive
Chicago, IL 60611
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*Some images shown above are not actual photos from the attraction, but category representations. Visit the attraction's web site for actual photos.

Chicago Southside Gangster Bicycle Tour

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See what Chicago has to offer and explore the shady corners of Chicago's past on the Southside Gangster Tour.

Located in

North Side


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Ticket Pricing

  • Adult Price
  • Senior Price
  • Student Price


Features: Experience Chicago’s seedier side on this bike tour through Southside’s most notorious mobster areas and stomping grounds of famous Al Capone. Learn about the notorious shoot out at Holy Name Cathedral and ride through Chicago's former Red-Light District.

Why We Go: Tour the city in an exciting and interactive way this visit as you embark on a journey on the Southside Gangster Tour. You're sure to enjoy all the sights as you pedal around town catching a glimpse of Chicago most tourists never get to see.

  • Unique: The Southside Gangster Tour tells the story of Chicago's criminal underground before, during, and after the Capone years.
  • Active: The Southside Gangster Tour offers guests a chance to be active in the Windy City.
  • Sightseeing: Catch some of the best views of Chicago sights on the Southside Gangster Tour.

Inside Knowledge: Student and Military discounts are available for the Southside Gangster Tour and reservations are recommended!

Do's and Don'ts:

  • Do Stick With the Group: Fight the urge to veer off the beaten bath, and keep up with your informative tour guide and other participants on these favorite bicycle tours Chicago.
  • Do Bring the Camera: The Southside Gangster Tour provides patrons with spectacular views of city landmarks. You'll be sure to find "Kodak" moments on this trip!
  • Don't Worry If It Rains: Unless it's raining heavily, these top Chicago bike tours don't let a few sprinkles ruin the fun, and the Southside Gangster Tour takes place rain or shine (usually).
  • Don't Be Late: The Southside Gangster Tour leaves promptly on time. Don't get left behind!