Chicago: Prohibition Speakeasies Bus Tour or Walking Tour
Bucktown Chicago, Chicago
Learn about the stories of gangsters, politicians, and more in the spaces where it happened on a bus or walking tour. Visit the speakeasies that made the famous, infamous.
Discover Chicago's Prohibition speakeasies on guided walking or bus tours, ideal for history enthusiasts and adults interested in the city's past nightlife.
Highlights
- Explore 3 or 4 Chicago speakeasies on a guided tour
- Choose between a Downtown walking tour or a neighborhood bus tour
- Learn about the history of Prohibition in Chicago
- Visit locations frequented by notorious gangsters and high society
- Receive drink recommendations to purchase at each speakeasy
Description
Explore Chicago’s famous Prohibition-era speakeasies with options to purchase drinks during the tours. Choose between the Hidden in Plain Sight walking tour in Downtown Chicago or the Chicago Prohibition neighborhood bus tour.
Hidden in Plain Sight: Downtown Walking Tour
This walking tour offers a detailed look at how alcohol moved covertly through Chicago’s streets. Visit three iconic speakeasies in the Loop and River North, discovering the contrast between gangster hangouts and elite establishments. Learn how Chicago’s nightlife has evolved while retaining some of its original character.
Original Chicago Prohibition Bus Tour
This guided bus tour visits four neighborhood speakeasies across the Gold Coast Historic District, Lincoln Park, Wicker Park, and River North. Discover the full history of Prohibition and insight into era-inspired drinks while traveling comfortably between locations.
Includes
- Professional guide
- Walking tour (if selected)
- Bus tour (if selected)
- Entry to 3 or 4 speakeasies depending on tour chosen
- Professional driver (bus tour only)
Excludes
- Food and drink (available for purchase)
- Hotel pickup or drop-off
- Gratuities
Important Information
- Group size limited to 20 participants
- Bring cash or credit cards for food and drink purchases
- The walking tour covers less than one mile
- Tours operate rain, snow, or shine
- Adults-only tours including mature themes and language
Cancellation Policy
Cancel up to 24 hours in advance for a full refund.
For the best experience, book in advance and bring valid ID. Wear comfortable shoes for walking tours and check the weather to dress accordingly.
