Private Speakeasy Pub Crawl in Chicago with Local Historian

Chicago Trip Overview

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local historian, dressed in period clothing, the tour makes stops at:
• Al Capone’s neighborhood
• Old Chicago bars
• Prohibition era establishments 

We transport you back in time to the 1920s, entering our venues through secret openings that really shed light on what the city was like 100-years ago. Relive the glamour of this time period while listening to stories of the rampant racketeering and bootlegging. If you’re really feeling up to it, dress the part, too.

Additional Info

Duration: 3 hours
Starts: Chicago, United States
Trip Category: Cultural & Theme Tours >> Historical & Heritage Tours



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What to Expect When Visiting Chicago, Illinois, United States

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local historian, dressed in period clothing, the tour makes stops at:
• Al Capone’s neighborhood
• Old Chicago bars
• Prohibition era establishments 

We transport you back in time to the 1920s, entering our venues through secret openings that really shed light on what the city was like 100-years ago. Relive the glamour of this time period while listening to stories of the rampant racketeering and bootlegging. If you’re really feeling up to it, dress the part, too.

Itinerary
This is a typical itinerary for this product

Stop At: Green Mill, 4802 N Broadway St, Chicago, IL 60640-3667

We’ll visit old bars of Chicago, many preserved in original condition, that were open during prohibition in the 1920’s. Enter by way of the “secret” entrance and enjoy one of the same cocktails ordered by the infamous Chicago gangsters & bank robbers at these venues nearly a century ago. Al Capone’s personal favorite was “The South-side.”

Duration: 30 minutes

Stop At: The Loop, 701 S State St, Chicago, IL 60605-2108

Relive the glamour of the 1920’s while listening to stories of the rampant racketeering and bootlegging of the era. This tour will visit several of these historic venues still in operation as speakeasies today in and around the Chicagoland area.

Duration: 30 minutes

Stop At: Palmer House Hilton Historic Lobby, 17 E Monroe St, Chicago, IL 60603-5608

Visit one of the city’s most historic hotels and learn about its connection to the Prohibition era.

Duration: 15 minutes

Stop At: Untitled Supper Club, 111 W Kinzie St, Chicago, IL 60654-4507

Visit this lounge, a nod to the Prohibition-era supper clubs. The tour guide will tell the history behind and make recommendations for prohibition era cocktails, but the price of food and/or drinks is not included in the price of the tour. Dress is fancy casual or… For fun, you are welcome to wear period clothing like your Guide.

Duration: 20 minutes



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