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Chicago Gangster and Food Walking Tour

icon 2 hours Mobile ticket Free Cancellation
Tickets from € 72.27

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November 2024
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Adult (18 - 64)

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Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious neighborhoods. Sample prime steak, deep dish pizza and the world famous “Chicago hot dog" while treading the streets of Capone’s closest friends and dreaded enemies. Even visit an old tunnel used by prohibition gangsters in the basement of one of the establishments! Learn about Chicago's world famous cuisine and the gangsters who ate it all in one special unique tour!
  • Three Different Tastings (Chicago Prime Cut Steak, Chicago Hot Dog, Deep Dish Pizza)
  • Alcoholic Beverages
  • Tour Guide Gratuity
Departure Point

71 East W Wacker Dr, Chicago, IL 60601, USA The tour meets outside of "Hoyt's Tavern", your guide will be waiting for you here!

Return Details

822 N State St, Chicago, IL 60610, USA Ends two blocks from the Magnificent Mile. About a 15 minute walk from where we started.

  • River North, Chicago, Illinois, United States
    Chicago's famous River North neighborhood containing many of Chicago's most iconic restaurants, food and gangster history. Travelers will eat at Harry Caray's steak house, an old hideout for Al Capones men with a secret tunnel used by gangsters in the 1920s and 1930s which the guests will see. Also we will have deep dish pizza in an old gangster's mansion that was converted years ago into one of Chicago's most iconic Pizzeria restaurants.
    60 minutes
  • Gold Coast, Chicago, Illinois, United States
    Try Chicago's iconic "Chicago Dawg" at one of it's oldest serving establishments in the beautiful and historic Gold Coast neighborhood.
    20 minutes
  • Holy Name Cathedral, Chicago, Illinois, United States
    On route to one of our food stops we will stop in front of this beautiful church where one of Chicago's most notorious gangsters was gunned down in the 1920s. The bullet holes from the Tommy Gun are still visible in the side of the church today! Hear the story on our tour!
    20 minutes
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Suitable for all physical fitness levels
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
gregpY6340AK
09 Aug 2023
Great information and stories from Sarah our guide. Highly recommended. The tour is a great pace and accessible for all.
ClaireB225
07 Aug 2023
This was a great tour. Not strenuous and large portions of food. Sarah, our guide, was great. She was native to Chicago, graduate from Yale, and experience with improv; perfect combination! The only recommendation I have--if not currently in place--is if the tour company would consider a discount for an additional tour. We learned about the history north of the river and it looked like the ghost tour talked more about south of the river. A combo deal and knowing that they mostly shared different information would have interested us!
Clc617
05 Aug 2023
Sarah was awesome and very knowledgeable. She shared the information with great knowledge and passion. I would highly recommend this tour!
This tour in Chicago is organized by Chicago Tours

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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