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Chicago Prohibition Tour

  • 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 an entertaining guide
Chicago Prohibition Tour
From US$45.00
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
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Chicago Prohibition Tour
From US$45.00
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.
What to Expect
Start your 3.5-hour Chicago Prohibition tour at the Green Door Tavern — 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.
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Reviews (124)
1 - 5 of 17 reviews
Reviewed 3 weeks ago
History made fun

This tour was so much fun. Elizabeth was an excellent tour guide and gave us lots of information and history in a fun relaxed atmosphere. She was very helpful and friendly, told us what to try at each stop. The drinks were strong and delicious,...More

1  Thank dianegTNgirl
Reviewed 5 October 2018
Tour with Family.

It was a great Tour. The drinks were good, but eat before you go, there isn't enough time to eat while touring.

1  Thank Kathy B
Reviewed 3 October 2018
A great tour.

A really excellent tour with a great guide who was extremely friendly and highly organised. She had an amazing and detailed knowledge of the history of Chicago and especially of the prohibition era. We visited 5 prohibition era sites and enjoyed our time at each...especially...More

2  Thank daveamiet
Reviewed 2 October 2018
Great tour

Elizabeth was out tour guide and gave an excellent tour with lots of interesting facts which was made even more interesting by her humours delivery the tour driver Kerry also chipped in with tips of local knowledge would recommend this tour

Thank Tuggles52
Reviewed 7 September 2018
Fun Pub Tour Accompanied by Prohibition History

We had a fun time learning about the Prohibition era and sampling cocktails and other drinks at 4 pubs in different parts of Chicago that we might never have visited on our own. Our tour guide, Sydney, was quite knowledgeable and made the history of...More

Thank Jane S
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Questions & Answers
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14 September 2018|
AnswerShow all 3 answers
Response from 242kristinac | Reviewed this property |
No children allowed.
24 July 2018|
Response from Shelley S | Reviewed this property |
There are four stops so at least $60 for drinks, more for food. I think we spent about $100.
Tammy M
16 June 2018|
AnswerShow all 3 answers
Response from Sherry B | Reviewed this property |
4:00 to 7:30