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Gangsters and Ghosts Tours - Chicago, Illinois

Gangsters and Ghosts Tours 

CHICAGO, ILLINOIS

While cruising to Chicago your stop would not be complete without taking a trip down memory lane with Gangsters and Ghosts Tours.  This fantastic walking tour traces the steps of some of Chicago’s most notorious gangsters. 

The 1920’s to the 1930’s ushered in the time when prohibition on the sale of alcohol was in force, but the underground gangsters made it a very profitable business. They were major suppliers of alcohol and they operated from secret bars, saloons, hotels, and more. 
This 1.5 mile tour will guide you through the areas where some of the most memorable events occurred.  Like a stop at the Chicago Congress Hotel where Al Capone ran his bootleg operation in secret.  You may even spot his ghost stalking the halls. Tour guides will give you a narrated tour including juicy details of Scarface’s violence that he inflicted on competing gangsters.

Their crime sprees as well as many others shaped the reputation Chicago was best known for as well as its infamous fires.  Most of the buildings you will find do not predate 1871.  That is because the great Chicago fire that destroyed most of the city took place at that time. 

​In 1903 there was another fire that was not as wide spread, but it was horrid and it resulted in a more than 600 people losing their lives.  They were guests in the Iroquois Theatre (now known as the Oriental Theater).  They were packed inside enjoying the performers at a matinee show when one of the stage lights caught fire.  Hundreds of people were trapped inside the building and unfortunately perished.  It’s been said the alley behind the theater which has been dubbed “Death Alley” has an unusual high number of ghosts sightings and apparitions.  The tour will round out with some references to the notorious serial killer Dr. H.H. Holmes who operated a pharmacy as a front for the location where he murdered an unknown amount of women.  He was eventually caught and hung for his crimes.  Learn more about the different cruises that visit Chicago. 

- DAILY TOURS - 
- Four tours run daily at 11:00am, 1:00pm, 4:00pm and 8:00pm - 
- Meet next to the Royal Sonesta Hotel at 71 E. Wacker Drive on the corner of Wacker Drive and N. Wabash -

- Advance Reservations Suggested -
- Please check website for specific information and ticket pricing -

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Learn more about Chicago's Gangster and Ghost Tours by visiting their website.  
​Address: ​Guests meet up at the Royal Sonesta Hotel , 71 E. Wacker Drive , Chicago, Illinois
Phone:: (708) 613-5400

Updated 11/02/20- LLS

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  • Cruise the Great Lakes
    • Lake Superior Cruises
    • Lake Michigan Cruises
    • Lake Huron Cruises
    • Lake Erie Cruises
    • Lake Ontario Cruises
    • St. Lawrence Seaway Cruises
    • Great Lakes Attractions
  • Great Lakes Cruise Lines
    • Victory Cruise Lines
    • Pearl Seas Cruises
    • Viking Expedition Cruises
    • Windstar Cruises
    • Ponant Explorer Cruises
    • Hapag Lloyd Cruises
    • Blount Small Ship Adventures
  • Cruise Itineraries
    • Canada/St. Lawrence Cruise Itineraries >
      • Victory 11 Day - Canadian Crown Jewels
      • Victory 13 Day - Canada's Southern Coast Itinerary
      • Pearl Seas 16 Day - Canadian Maritime & St Lawrence Seaway
      • Pearl Seas 11 Day - Canada & New England Fall Foliage
      • Viking 13 Day - Canadian Discovery Cruise (2022)
    • Great Lakes Cruise Itineraries >
      • Victory 16 Day - Great Lakes Lakeside Treasures
      • Blount 16 Day - Great American Waterways
      • Blount 14 Day - Locks, Legends & Canals
      • Victory 13 Day - Great Lakes Grand Discovery
      • Pearl Seas 12 Day - Great Lakes & Georgian Bay
      • Victory 11 Day - Splendor of the Great Lakes
      • Ponant 11 Day - Discover the St. Lawrence River Cruise
      • Victory 9 Day - Great Lakes Masterpiece
      • Pearl Seas 8 Day - Great Lakes Cruise
      • Ponant 8 Day - Great Lakes of North America
      • Viking 8 Day - Niagara & the Great Lakes Cruise (2022)
      • Viking 8 Day - Undiscovered Great Lakes Cruise (2022)
      • Viking 8 Day - Great Lakes Explorer Cruise (2022)
  • Destinations
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      • Chicago IL Cruises
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      • Great Lakes Cruising Coalition
  • Request a Quote
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