Category Prohibition & Speakeasy Tours

Chicago · PROHIBITION & SPEAKEASY TOURS

The 3 Prohibition & Speakeasy Tours in Chicago Worth Booking

3 reviewed

Good prohibition & speakeasy tours fill up fast in Chicago, and the best fill up first. Here are the 3 to know, with current prices and what sets each one apart, so you can book before the calendar closes.

Chicago: Prohibition Speakeasies Bus Tour or Walking Tour

Chicago: Prohibition Speakeasies Bus Tour or Walking Tour - Two tour styles: Downtown walking or the neighborhood bus route

1.Prohibition Speakeasies Bus Tour or Walking Tour

★★★★★★★★★★4.8 · 168 reviews · 3 - 4 hours · from $47Our pick

Chicago Prohibition speakeasy tour with 3–4 stops, guided history, and optional drink purchases, either walking downtown or by neighborhood bus.

“Johnathan was fantastic! We had such a fun time on the tour he was very informative. The three bars we ended in had great drinks too!”

Check availability →Read our full review

Chicago: Prohibition-Era Culture & Architectural Treasures

Chicago: Prohibition-Era Culture & Architectural Treasures - Riverwalk walk: Willis Tower, Marina Towers, and the Jewelers Building

2.Prohibition-Era Culture & Architectural Treasures

★★★★★★★★★★4.8 · 93 reviews · from $49

A 2.5-hour Prohibition-era walking tour linking Chicago’s crime-era culture to stunning architecture, Riverwalk landmarks, and a popcorn treat.

“Excellent tour. Dash is very knowledgeable and taught us a lot. He’s very cognizant of the groups needs for breaks, restroom and snacks. He shows and educates us on local treats.”

Check availability →Read our full review

Explore Chicago’s Hidden Past: Prohibition Culture & Architecture

Explore Chicago’s Hidden Past: Prohibition Culture & Architecture - The Chicago Pedway (weather permitting) and why underground matters

3.Explore Chicago’s Hidden Past: Prohibition Culture & Architecture

★★★★★★★★★★5.0 · 87 reviews · from $49Top rated

Stroll Chicago’s Loop on a 2.5-hour Prohibition culture and architecture walk. See the Bean, Riverwalk, Wrigley and Tribune.

“Dash was an amazing host. So much information and history. He kept the group together even through the hectic parade. We had a wonderful tour. I only wish we had done Dash’s tour on our first day here”

Check availability →Read our full review