Recent Searches

Travel update: We’re doing our best to help keep you safe and your plans flexible. Learn more.

Read More

Chicago Prohibition Tour

Chicago, United States

Select Date and Travelers

Number of travelers
0 Adults1 Adult2 Adults3 Adults4 Adults5 Adults6 Adults7 Adults8 Adults9 Adults
Free Cancellation
up to 24 hours in advance
Loading available options...

icon3 hours 30 minutes  (Approx.)
Mobile ticket
iconOffered in: English

Keeping you safe during COVID-19
What you can expect during your visit
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Transportation vehicles regularly sanitized
More questions?
(888) 651-9785


Visit four historic bars in operation since Prohibition in Chicago, and learn from a knowledgeable guide about the surreptitious world of the speakeasy. This adults-only tour takes you by coach to once-illicit establishments in Old Town, Wicker Park and the Chicago Loop where liquor, jazz and mobsters ruled. You’ll hear about Chicago gangsters like Al Capone and learn the historical context for the decade-long ban of alcohol. If you’d like, you can purchase recommended craft cocktails and signature drinks of the 1920s.
  • Visit bars in the Old Town district, Wicker Park, and the Chicago Loop
  • Learn about cocktails that date to the 1920s
  • Enjoy a fun and informative historical tour led by a professional guide
  • Hear about the crime syndicates of Chicago’s most notorious scofflaws, including Al Capone
  • Understand the roots of the temperance movement that led to Prohibition and its consequences

Why Travelers Choose This Tour

You'll be whisked off to four bars that can be tough to find on your own, with a bus to easily shuttle you between each and act as your designated driver. Since the tour doesn't end where it begins, arrange for transport to your next stop or be prepared to hail a cab.
Air-conditioned vehicle
Live commentary on board
Professional guide
Printed guide to follow along with drink recommendations.
Food and drinks (available for purchase)
Hotel pickup and drop-off

Departure Point

Harry Caray's Italian Steakhouse, 33 W Kinzie St, Chicago, IL 60654, USA

Departure Time

4:00 PM

Return Details

1: Exchequer Restaurant & Pub, 226 S Wabash Ave, Chicago, IL 60604, USA
2: Butch McGuire's, 20 W Division St, Chicago, IL 60610, USA
Start your 3.5-hour Chicago Prohibition tour at Harry Caray's Italian Steakhouse — a vintage downtown bar built in 1872 and decorated with antiques and Americana collectibles that give it a sense of old-time Chicago. Be sure to bring along your government-issued ID and some cash to purchase craft cocktails and signature drinks made by expert bartenders on this adults-only tour.

Your entertaining guide illuminates the underground world of Chicago’s historic speakeasies used during Prohibition and still in operation today. Learn why the sale of alcohol was banned in the US from 1920 to 1933, and discover Prohibition’s key players. Hear anecdotes about lawbreakers like Al Capone and other Chicago mobsters who became powerful during the dry years.

A coach shuttles you between four establishments, each with a different character. Pull up a stool at a cocktail lounge in Wicker Park where great blues music pumps from an old jukebox. You'll also enjoy a neighborhood bar that claims to be the oldest and longest-running tavern in the Old Town district.

Wrap up your Chicago speakeasy tour at Exchequer Pub, a Chicago Loop restaurant where historic photographs and posters line the walls of the decades-old bar.
Stop At:  
Wicker Park
Former hardware store front operating with a speakeasy in the back. Club Lucky Lounge located in Wicker Park is a local gem not often visited by travelers. Club Lucky has award winning mixology with their martinis and manhattans and dynamite southern Italian food.
Duration: 45 minutes
Admission Ticket Included
Stop At:  
Chicago River
Along the Chicago River in the River North neighborhood, Harry Caray's is a local sports mecca. The history of the building is far more sinister. Enjoy viewing the hidden tunnels beneath and hearing the stories of Frank Nitti who was Al Capone's enforcer that owned the building that today occupies the restaurant Harry Caray's.
Duration: 45 minutes
Admission Ticket Included
Stop At:  
The Loop
Located underneath the L tracks in the Loop, Exchequer is a local favorite. During Prohibition this building was known as the 226 Club, an Al Capone controlled speakeasy, gambling den, and brothel. Today Exchequer is a local favorite for pizza, and prohibition style drinks.
Duration: 45 minutes
Admission Ticket Included
Stop At:  
The Old Town of Chicago
We'll visit either Marge's Still or Twin Anchors in Chicago's artist neighborhood of Old Town. Enjoy taverns that date back to the 19th century and have remained relatively unchanged.
Duration: 45 minutes
Admission Ticket Included
Stop At:  
Lincoln Park
The Burwood Tap is has your throwback look of an old Chicago soda shop, but that was just a front for them selling hooch. They've kept the same historic awning up as a salute to those olden times and continue to be a great neighborhood bar.
Duration: 45 minutes
Admission Ticket Included
Stop At:  
The Gold Coast Realtor
In Chicago's most affluent neighborhood sits Butch McGuire's the most notorious singles bar of all time. With it's great Chicago history and ties to Prohibition, it is one of our favorite stops for out of town guests and locals.
Duration: 45 minutes
Admission Ticket Included
  • Confirmation will be received at time of booking
  • Minimum age is 21 years
  • Not wheelchair accessible
  • Near public transportation
  • Most travelers can participate
  • This tour/activity will have a maximum of 20 travelers
  • OPERATED BY Chicago Pizza Tour

For a full refund, cancel at least 24 hours in advance of the start date of the experience. Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on face masks and attendee health during Chicago Prohibition Tour ?
The policies on face masks and attendee health are:

  • Face masks required for travelers in public areas
  • Face masks required for guides in public areas
See all safety measures taken by Chicago Prohibition Tour .
What is the policy on sanitization during Chicago Prohibition Tour ?
The policy on sanitization is:

  • Transportation vehicles regularly sanitized
See all safety measures taken by Chicago Prohibition Tour .
What is the social distancing policy during Chicago Prohibition Tour ?
The policy on social distancing is:

  • Social distancing enforced throughout experience
See all safety measures taken by Chicago Prohibition Tour .
What is the maximum group size during Chicago Prohibition Tour ?
This activity will have a maximum of 20 travelers.

See all safety measures taken by Chicago Prohibition Tour .

Traveler Photos

Traveler Tips

  • "We visited 4 places and if you buy a drink at each venue makes tour expensive." See review
  • "cant reccommend this tour enough - if you love the idea of a little Chicago history and a lot of drinking - then this is the one for you - enjoy" See review
  • "The bus provided is a great asset and is pulled up to the door of each establishment." See review


166 Reviews
Reviews by Viator travelers
Showing 1-10 of 166 reviews
Highly recommend
, Mar 2020
Elizabeth, our tour guide, was very knowledgeable and fun, great insides of the Prohibition time. The four bars we visited were in different neighborhoods so we got to travel around the city as well. We had about 30-45 minutes in every bar and had a chance to walk around the place and also have a drink. Highly recommended!!
, Feb 2020
Elizabeth was incredibly knowledgable about all things prohibition and very easy going. Loved Marges!
A fun new way to go bar hopping!
, Jan 2020
Miranda, our tour guide was a wealth of knowledge. Our driver was fun and did a great job. I would’ve liked to have seen a few more actual artifact from prohibition beyond the news articles and doorways. But overall, a lot of fun. I’d go again.
Great fun
, Jan 2020
We had a tour hosted by Miranda, she was good fun and had loads of information you could see she was really interested in her topic. The bars we went to were lovely as where the drinks. Came away having had a great time and wanting to go and find out more about the era as she had got us interested.
Outsatanding and Great Fun Prohibition Tour!
Bill S
, Oct 2019
This was an outstanding tour providing very interesting and fun information about the Prohibition era in Chicago. Visited four former Speakeasies and saw the former haunts of Al Capone and Frank Nitti, among others. Miranda was an excellent tour guide who helped make this an exceptional evening. She has a unique sense of humor that makes her perfect for this tour and which we thoroughly enjoyed. We highly recommend this!
Sydney is incredible!
, Oct 2019
Had such a great time on the tour. The information was presented in a fun way and Sydney was amazing! She is so knowledgeable and makes post-prohibition drinking a blast. Highly recommend.
The Real Speak Easy
, Sep 2019
This was a really fun tour where we visited bars that were open as speak-easys back in the day. Miranda our guide was a pleasure and taught us a lot about what it was really like in the prohibition era.
Great guide, great tour!
Shannon S
, Sep 2019
Myself and 2 of my colleagues signed up for this tour on a work trip to Chicago and we’re super glad we did! Miranda, our guide, was very knowledgeable and did a great job showing us around. We learned a ton about prohibition and had a blast to boot.
Worth the money!
, Sep 2019
What a great tour! Our tour guide Sydney was amazing. She is full of information and great at telling the story of prohibition. I loved how she takes the time to go around and talk to everyone at all the different bar stops. What a great way to learn about the prohibition era and see some of chicago at the same time.
Top notch tour guide and our driver was the bomb! Fun tour out.
, Sep 2019
We really had a great time, the stops were fun and the drinks were good. Lots of history on Chicago’s mob past and the prohibition era. Shuttle will drop you in a different local the you meet but it’s not too far. Fun night on the town!

Product code: 5552PROHIBIT

Explore Similar Things to Do