Tours and Tickets

Chicago Prohibition Tour provided by Chicago Pizza Tours

Reserve Now & Pay Later

Chicago Prohibition Tour

COVID-19 update: See the added health and safety measures this experience is taking.Read more
View all photos (25)
Select Date and Travellers
2 adults
Reserve Now & Pay Later
Low Price Guarantee
Travel safe during COVID-19
What you can expect during this experience
  • Face masks required for travellers in public areas
  • Face masks required for guides in public areas
  • Transportation vehicles regularly sanitized
  • Social distancing enforced throughout experience
Updated 20/07/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
Updated 20/07/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
If you're a fan of the not-so-typical history tour where you can learn about gangsters, bootleggers, and cops, then don't miss this Chicago Prohibition tour. Sit back as you're whisked to some of the city's historic bars and speakeasies, where you can buy a drink or two, learn about famous mobsters like Al Capone, and hear about the sobering decade when alcohol was banned in the United States.
You'll start at
Harry Caray's Italian Steakhouse
33 W Kinzie St, Chicago, IL 60654, USAWhen you arrive, please go inside to meet your guide.
See address & details
  • 1
    Wicker Park
    Stop: 45 minutes - Admission included
    See details
  • 2
    Chicago River
    Stop: 45 minutes - Admission included
    See details
  • 3
    The Loop
    Stop: 45 minutes - Admission included
    See details
  • 4
    The Old Town of Chicago
    Stop: 45 minutes - Admission included
    See details
  • 5
    Lincoln Park
    Stop: 45 minutes - Admission included
    See details
  • 6
    The Gold Coast Realtor
    Stop: 45 minutes - Admission included
    See details
You'll end at
See Important Information for details
  • Learn about Prohibition-era Chicago on this adults-only speakeasy tour
  • Visit four different historic bars, including a steakhouse built in 1872
  • Enjoy a more personal tour experience, with no more than 20 tour guests
  • Get a great value with guide, air-conditioned travel, and bar entry included
Important Information
Departure Point
Harry Caray's Italian Steakhouse, 33 W Kinzie St, Chicago, IL 60654, USA
3h 30m
Return Details
Exchequer Restaurant & Pub, 226 S Wabash Ave, Chicago, IL 60604, USA Butch McGuire's, 20 W Division St, Chicago, IL 60610, USA
  • Air-conditioned vehicle
  • Live commentary on board
  • Professional guide
  • Printed guide to follow along with drink recommendations.
  • Entry/Admission - Wicker Park
  • Entry/Admission - Chicago River
  • Entry/Admission - The Loop
  • Entry/Admission - The Old Town of Chicago
  • Entry/Admission - Lincoln Park
  • Entry/Admission - The Gold Coast Realtor
  • Gratuities
  • Food and drinks (available for purchase)
  • Hotel pickup and drop-off
Show More
Additional Info
  • Confirmation will be received at time of booking
  • Minimum age is 21 years
  • Not wheelchair accessible
  • Near public transportation
  • Most travellers can participate
  • This tour/activity will have a maximum of 20 travellers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveller rating
  • 42
  • 9
  • 1
  • 1
  • 0
Traveller type
Time of year
Popular mentions
Christina P wrote a review Mar 2020
Tinley Park, Illinois44 contributions8 helpful votes
Enjoyed a fun night in the city on the Prohibition Tour with Elizabeth. As history buffs and fans of trying new drinks - it was a perfect combo. There are things you should know that might help your decision to book this tour. You do some standing - while Elizabeth is giving
Read more
Date of experience: February 2020
Michelle T wrote a review Mar 2020
2 contributions
We thoroughly enjoyed this tour and were so pleased we booked it. Carey, our driver and John our guide were very knowledgeable about all things gangster and told a captivating story of prohibition throughout the evening. If you are looking to put a different spin on your time
Read more
Date of experience: March 2020
brianmcf2017 wrote a review Feb 2020
Glasgow, United Kingdom3 contributions
Elizabeth was very knowlegeable and made us feel welcomed,she also went out of her way to talk to all the groups in our tour. Yeah the drinks recommended were great the lemon drop and the truffletini were my own favourites.ELizabeth spoke for ages she sure khows her stuff.
Read more
Date of experience: February 2020
Jessica S wrote a review Feb 2020
2 contributions
Our group had a great time on the Prohibition Tour with Elizabeth. She knows her prohibition history! The speakeasy bars were very cool and the drinks were awesome! I would definitely recommend this tour and would do it again!
Read more
Date of experience: February 2020
Eric M wrote a review Jan 2020
1 contribution
Well organized! Tour guide was fun, intelligent, well spoken, and really cared for what she was doing. The four taverns we went to were very cool and had history in all of them.
Read more
Date of experience: January 2020
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Chicago Pizza Tours
Great tour guides...great pizza!
Danny & Jonathon were amazing tour guides. We truly came just for a fun daytime activity but were in for a much be
Read more
A must do
The pizza was great and a bonus was all that I learned about Chicago. Great for visitors and locals!
Read more
Pizza Tour!
We had the best time on this tour. The amount of food consumed was over the top. Danny was a great tour guide and v
Read more
Great time!
Wanted to try new experience that was both a guided tour of the city and good food and this tour is fantastic for b
Read more
Authentic and fun Chicago experience!
I hadn't thought about doing a Chicago Pizza Tour, but my friend who lives there suggested doing one with me when I
Read more
Insightful and Fun, Even as a Chicagoan
Thoroughly enjoyed Danny's tour on 02/09/2020 (coincidentally enough National Pizza Day). Danny was extremely knowl
Read more
Fun and delicious.
Great way to see the city, visit several neighborhoods and sample a variety of pizza. We enjoyed the chance to lea
Read more
Definitely do this!
You can’t go wrong with pizza, right? I read about this tour online and my teen daughter and I decided to give it a
Read more
Great tour!
We had 8 adult family members in our group, ages 27-57. The Chicago Pizza Tour was a hit with everybody. The bus
Read more
Who knew there were so many types of pizza!
Danny was a fantastic tour guide around the different styles of pizza found in Chicago. Our bus driver was hilariou
Read more
Amazing tour
We really enjoyed this tour! It was not only great for the food, but packed full of good information. Danny , our g
Read more
Great food and fun facts
Not only did we get to eat some fabulous pizza, Danny, our guide, was absolutely fantastic too! I would highly reco
Read more
4 Unique Pizzas and a Great Experience!
Tremendous opportunity to try 4 completely unique types of pizza including traditional deep dish, thin crust, New H
Read more
Gwen F
Pizza Tour was Amazing!
Had a great time on the pizza tour. We visit Chicago twice a year and i grew up in the Northwest burbs.... the tou
Read more
Great time had by all
Took the Pizza Tour with my family and we all enjoyed every moment. Tasting all the different varieties with backgr
Read more
Key Details
  • Duration: 3h 30m
  • Mobile Ticket Accepted
  • Free Cancellation up to 24 hours in advance
  • Instant Confirmation
  • Languages Offered: English
Why Book on Tripadvisor?
  • Reserve Now & Pay Later
  • Free Cancellation up to 24 hours in advance
  • Low Price Guarantee
  • No Booking Fees
  • Secure Payments
  • 24/7 SupportCall:+44 12 2492 8241

Half-day Tours

Spirit of Chicago Sunset Dinner Cruise with Buffet
from $112.74*
Popular: Booked by 1,898 travellers!
Chicago Odyssey Dinner Cruise
from $108.66*
Popular: Booked by 987 travellers!
Chicago in a Day: Food, History and Architecture Combo Tour
from $102.30*
Popular: Booked by 265 travellers!
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
from $79.98*
Popular: Booked by 1,387 travellers!
Frequently Asked Questions about Chicago Prohibition Tour