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$39 for a Chicago Prohibition Tour for Two Presented by Chicago Pizza Tours ($90 Value)

The Loop

100% of 17 customers recommend

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In a Nutshell

A bus shuttles you to Chicago's former speakeasies while a guide regales the group with tales of Prohibition-era Chicago

The Fine Print

Promotional value expires 90 days after purchase. Amount paid never expires. Limit 1 per person. Reservation required. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

The Deal

  • $39 for admission for two to the Chicago Prohibition Tour, presented by Chicago Pizza Tours ($90 value)
  • Click here to view upcoming dates

The 3.5-hour tour takes you on a bus ride to a handful of former speakeasies in the downtown, Old Town, and Wicker Park areas. Along the way, a guide will regale the group with meticulously researched tales of the Jazz Age and Chicago’s major players on the Prohibition scene. Drinks are not included with the tour, but the guide will be happy to recommend the perfect vintage cocktail to order at each establishment. Tour-takers must be 21 or older.

Chicago Pizza Tours

Ask an out-of-towner what they want to do when they visit Chicago, and they'll probably tell you they want to chow down on some deep-dish pizza. Chicago Pizza Tours owner and pizza aficionado Jonathan Porter leads parties on treks to some of the Windy City's most celebrated pizzerias with three different pie-themed tours. Guests sample Chicago's signature style with the deep-dish only holiday walking tour, enjoy slices with sides of adult beverages during pizza and cocktails outings, or visit the kitchens of four different restaurants during the original tour. Each outing takes visitors to local favorites across a wide range of styles and cuisines, from the caramelized thick crusts of Pequod's, the stuffed pies of Bacino's, or the Neapolitan-style creations of Spacca Napoli.

Recently, Jonathan Porter has teamed up with local writer and tour guide Jonathan Knotek to launch Chicago Prohibition Tours, a romp through some of Chicago's most famous speakeasies still in existence. During the 3.5-hour bus trip through the roaring '20s and beyond, guests can visit the old one-time haunts of gangsters and crooked pols, such as the Green Door Tavern or the Exchequer Restaurant and Pub, all while sipping popular cocktails from almost 100 years ago and communicating only through silent-film title cards.


100% of 17 customers recommend

  • “Bring cash as it's easier to pay your bill so you don't hold up the group. Tour was one of the most enjoyable and interesting things I have ever done in Chicago”

  • “This a great tour. It is very informative and very fun. Everyone on our tour seemed to have a good time, and I have friends who have done the tour at separate...”

    “This a great tour. It is very informative and very fun. Everyone on our tour seemed to have a good time, and I have friends who have done the tour at separate times and loved it.”

  • “Be ready for good history of Chicago”

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    The Loop

    27 N. Wacker


    Chicago, IL 60606


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