Original Chicago Prohibition Tour

Original Chicago Prohibition Tour

Step back into the lawless world of 1920s Chicago on this adults-only tour that takes you inside four authentic speakeasies. You'll travel by air-conditioned coach through historic neighbourhoods including Old Town, Wicker Park and the Loop, discovering the hidden bars where Chicago's thirsty residents defied Prohibition. Your expert guide brings the era to life with stories of bootleggers, jazz musicians and the infamous gangsters who built criminal empires around illegal alcohol.

At each carefully selected venue, you'll enter preserved or restored bars that once served as secret drinking establishments. These atmospheric locations showcase original 1920s decor and the kind of hidden entrances that kept the drinks flowing while the police stayed away. Though beverages aren't included in the tour price, your guide recommends classic Prohibition-era cocktails like gin fizzes and Manhattans that defined the speakeasy experience.

The four-hour experience covers more than just drinking history. You'll learn about the elaborate schemes bootleggers used to smuggle alcohol, the architectural features that concealed illegal bars, and how legendary figures like Al Capone shaped Chicago's underworld. This Chicago tour offers a unique perspective on the city's most notorious period, combining historical insight with the chance to experience authentic speakeasy atmosphere.

What is Included

• Expert guide with live commentary throughout the tour
• Air-conditioned coach transportation between all four venues
• Entry to four authentic speakeasies
• Historical stories about Chicago's Prohibition era and gangster history
• Cocktail recommendations from knowledgeable guide

Good to Know

This tour lasts approximately 4 hours including travel time between locations. You must be 21 or older to participate and bring valid identification for age verification at each venue. The venues are not wheelchair accessible due to their historic nature and original layouts.

Food and drinks are not included in the tour price, but you can purchase beverages at each stop. Your guide will recommend signature Prohibition-era cocktails that capture the authentic speakeasy experience. The tour operates as a group experience with comfortable coach transportation provided between all locations.

If you're interested in exploring more of Chicago's fascinating history, consider booking the Chicago Architecture Walking Tour to discover the city's famous skyline and building designs. For those who want to experience Chicago's cultural side beyond the speakeasies, the Chicago Food and Culture Tour offers another engaging way to explore the city's neighborhoods and local traditions.