Explore Chicago's Prohibition era through stories of class, nightlife, and rebellion
2 hours and 30 minutes
Step into Chicago's Prohibition era through the contrasting worlds of gangsters and high society. Explore how class divisions shaped the city's drinking culture.
All sales are final. With 48 hours' notice, you can reschedule.
Arrive on time. The tour leaves promptly and cannot wait for late arrivals, and refunds are not available.
Gratuities for guides and the restaurant and bar servers are customary. Expect 15%–20%.
Exchequer, 226 S Wabash Ave, Chicago, IL 60604
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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