Trace Chicago’s Prohibition history across four neighborhood speakeasies
3 hours 30 minutes
Guide, bus transport, 4 speakeasies
Step into Chicago’s Prohibition era as a guide and driver take you between four neighborhood speakeasies. Drinks and food are not included and are optional; expect customary gratuities for guides and bar staff.
All sales final. If you cancel within 48 hours, you can reschedule.
No. Drinks and food are optional and not included in the tour price. Any orders are at your discretion.
Gratuities are customary for guides and the restaurant and bar staff. Standard service-industry gratuity is 15%–20%.
Arrive with plenty of time to find the area. The Chicago Prohibition Speakeasy Tour starts on time and cannot wait for late arrivals, so you may miss part of the tour.
My wife, her parents and sister, and I joined Jonathan on the Original Chicago Prohibition Tour on a Saturday afternoon in early June. We visited four bars/restaurants, all via bus, learned a lot of history, and had some fun drinks along the way. It was a great tour with balanced pacing at each location, but Jonathan made the tour truly fun. Highly recommended!
Jason Karuza
June 13, 2026
My wife, her parents and sister, and I joined Jonathan on the Original Chicago Prohibition Tour on a Saturday afternoon in early June. We visited four bars/restaurants, all via bus, learned a lot of history, and had some fun drinks along the way. It was a great tour with balanced pacing at each location, but Jonathan made the tour truly fun. Highly recommended!
Jason Karuza
June 13, 2026
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