Original Chicago Prohibition Tour

Step Into the World of Chicago’s Prohibition Past

Discover the hidden world of speakeasies and the enduring legacy of the 1920s on the Chicago Prohibition Bar Tour. This immersive group experience invites you to explore the sights, sounds and tales of a city transformed by the nationwide ban on alcohol. Board a comfortable coach and set off for some of the most storied neighborhoods, including Old Town, Wicker Park and the Loop, each famed for its clandestine venues and iconic personalities.

Explore Four Authentic Speakeasies

At every stop, you’ll enter a preserved or restored bar once frequented by thirsty revelers avoiding the law. Your expert guide brings history to life with engaging stories about the resourceful bartenders, jazz musicians and infamous criminals who defined this golden era of nightlife. Step inside these atmospheric settings, where tunes from pianists once echoed and jazz standards first took root.

The Legacy of Chicago’s Underworld

Learn about the shadowy figures who built criminal empires during Prohibition. The city’s rich gangster history unfolds as your guide shares tales of legendary figures including Al Capone. Along the route, see where notorious bootleggers and mobsters once operated, and hear about the elaborate schemes they devised to keep the drinks flowing and the police at bay.

Craft Cocktails and 1920s Glamour

Though drinks aren’t included, your guide offers recommendations on classic Prohibition-era cocktails to try, from gin fizzes to Manhattans. Absorb the ambiance of these timeless bars, each with its unique blend of vintage decor and modern hospitality. Whether you’re a cocktail enthusiast or a history buff, you’ll appreciate the deep dive into the rituals and secrets of the era.

Travel in Comfort and Style

Your journey between bars is comfortable and seamless, as you travel in an air-conditioned vehicle with your group. As the historic neighborhoods scroll by, your guide provides live commentary, giving you context about the architectural wonders, vibrant street life and cultural landscape shaped by Prohibition.

Why Choose This Tour?

• Perfect for adults seeking an engaging nightlife experience in Chicago

• Opportunities to socialize, learn and taste recommended signature drinks

• A unique way to see famous neighborhoods beyond the typical tourist circuit

This tour blends fascinating historical insight with opportunities to indulge in the very drinks that define the era. The adults-only atmosphere ensures plenty of stories and discoveries for those 21 and older.

Book your Original Chicago Prohibition Tour tickets now!