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Chicago: Gangsters and Food Tasting Walking Tour

49 Reviews 4.73 out of 5 stars Based on 49 reviews collected by City Balloon Tours and TripAdvisor | Recommended by 90% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Chicago, USA
Don't miss out!
On average, this is booked 26 (0) days in advance.

2 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious neighborhoods. Learn about Chicago's world-famous cuisine and the gangsters who ate it all in one special unique tour!

Sample Chicago’s deep dish – as well as prime steak and the world famous “Chicago hot dog" all while treading the streets of Capone’s closest friends and dreaded enemies.

Highlights include a visit to an old tunnel used by prohibition gangsters in the basement of one of the establishments; a mansion once used as a brothel for gangsters; the Cathedral where gangsters were gunned down by Capone’s men; and a restaurant owned by the man who brought down what was left of the Chicago mafia in the early 2000’s.

Gluten-free/vegan/vegetarian options are available (please reach out prior to the tour to inform us of any dietary requirements.)

What's Included

  • Meals
  • Expert tour guide
  • Alcoholic beverages Alcoholic Beverages
  • Gratuities
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Meeting Location

Meeting point

71 East Wacker Drive
Chicago, IL 60601, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

822 North State Street
Chicago, IL 60610, USA

Mister J's Hotdogs is where the tour will end

What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Harry Caray's Italian Steakhouse

Step into the historic Harry Caray's Italian Steakhouse on West Kinzie Street—a building famously tied to notorious mob boss Frank Nitti. Savor a delicious, perfectly prepared steak tasting while your guide shares captivating tales of Chicago's rich culinary and gangster history.Meat options can be made gluten-free
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30 minutes Admission Ticket Free

Pizzeria Due

Stop at the famous Pizzeria Due on North Wabash Avenue for the ultimate Chicago experience: authentic deep-dish pizza! Savor a mouth-watering slice of this iconic, thick-crusted masterpiece while your guide shares captivating stories of the city's rich culinary and mobster history.Gluten-free option available. Please note: It is cooked in a shared oven with non-GF ingredients
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30 minutes Admission Ticket Free

Mister J's

Stop at Mister J's on North State Street for an authentic, fully loaded Chicago-style hot dog. Savor this quintessential local bite while your guide shares thrilling stories of the city's notorious gangster history.Gluten-free? We've got you covered, just ask for your hot dog served bunless!
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30 minutes Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • Gluten-free/vegan/vegetarian options are available (please reach out prior to the tour to inform us of any dietary requirements.)

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Chicago: Gangsters and Food Tasting Walking Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5669845P2

Traveler Photos

Reviews

4.73
49 reviews

Average 4.73 out of 5 stars based on 49 traveler reviews collected by City Balloon Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
42
4 stars
2
3 stars
4
2 stars
1
1 star
0
Don't miss out!
On average, this is booked 26 (0) days in advance.

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What's Included

Activity name

  • Meals
  • Expert tour guide
  • Alcoholic beveragesAlcoholic Beverages
  • Gratuities

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • Gluten-free/vegan/vegetarian options are available (please reach out prior to the tour to inform us of any dietary requirements.)
  • This tour/activity will have a maximum of 25 travelers

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