Chicago Prohibition Tour: Gangsters and Landmarks

Explore Chicago’s Prohibition Era with actor-led gangster tours. Visit infamous sites and hear thrilling tales of Capone and Dillinger. Book now!

Duration: 1 hour, 45 minutes
Cancellation: 24 hours
Highlights
  • Biograph Theatre - Visit the location where John Dillinger met his end.
  • Holy Name Cathedral - Explore the renowned cathedral where Dean O’Banion once sang in the choir as a boy. Later in life, his North Side Gang operated a flower shop called Schofield’s across the street, which provided flowers for mob funerals. In 1924, O’Banion was murdered in his flower shop.
What's Included
  • Raffles and Prizes
Additional Information

Our tour guides provide a precise portrayal of events in Chicago during the Prohibition Era of the 1920s and 1930s. You’ll get to know about the daring feats of Capone, Moran, Dillinger, and their cohorts! Highlights include the St. Valentine’s Day Massacre, the Biograph Theater, and Holy Name Cathedral. Not only is the tour informative, but it’s also…

Location
600 N Clark St
North Clark Street
Meet the Gangster Guides at 600 N Clark Street (on CLARK between Ohio and Ontario) outside the McDonald's.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(36 Ratings)
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Michael_c
Aug 24, 2024
A Must Do - Wonderful tour, a must for chicagoans and non. Enjoy our tour guide she was very entertaining and made the tour fun and exciting. Highly recommend
Review provided by Viator
Susan_h
Aug 11, 2024
Entertaining and informative - It was nice to be able to sit back and look at everything around you while a) someone else was driving and b) someone was explaining to you what you were looking at. The tour was fun and Marie was adorable. Most of all, I enjoyed seeing Chicago as it was broken down by gangster territories. Informative and entertaining. I would do it again.
Review provided by Viator
Tammywilts
Jul 28, 2024
Fun - This tour was really good fun. The guide was really fantastic She was knowledgeable about the city buildings and areas as well . Definitely recommend
Review provided by Tripadvisor
Leighw736
Jul 23, 2024
Would highly recommend - Upbeat from the word go! Marie stayed in character and had me convinced she really was a gangsta's moll! Learned tons about the different mobs, their haunts, their demise and its effects on Chicago. Additionally went through neighborhoods like Pilsen, Chinatown, Greektown, Maxwell Street, learned so much local Chicago lore. Would highly recommend this tour, even if you've lived in Chi-town your whole life, you will come away with new perspectives. A fun 90 minutes!
Review provided by Tripadvisor
52peteh
Jul 21, 2024
Hidden gem, do it before it gets over popular - Brilliant tour, Johnny Rocko was a great guide. Good with his history and liked the fact that he showed us where some of the Blues Brothers was filmed. Very good way as well of seeing Chicago. There wasn't many on our tour, l feel it is a hidden gem, so if in Chicago take the tour, it's cheesy fun but you will learn a lot and see the city as well.
Review provided by Tripadvisor
Julie_c
Jul 15, 2024
Fun - Untouchable tour was so much fun. We really enjoyed it. Also, cute prizes in the raffle. Definitely a must do if you love everything gangster era!
Review provided by Viator
Melissa_s
Jul 14, 2024
Loved the tour - Marie was our tour guide and she was great. We learned a lot and got a nice tour of the city and history that we did not know.
Review provided by Viator
Hazzers
Jul 7, 2024
Fun informative gangster tour and beyond. Authentic delivery and thoroughly enjoyable trip - Excellent tour, we both thoroughly enjoyed it. Loved the characters on the coach, Johnny Rocco and Henry the driver were very entertaining. Relaxed and informative, slight hold up whilst we waited for the Chicago river bridges to close but commentary continued to keep everyone’s interest. Covered so much of the city including history of Chicago in addition to the gangsters elements. Local landmarks pointed out which we appreciated. Commentary was delivered in character, informative and funny. Easy to find pick up / drop off location and booking direct with the company was seamless.
Review provided by Tripadvisor
Kim_u
Jul 26, 2024
Kinda slow and not much interaction - The moderator was great - very knowledgeable but, I took this tour about 5 years ago and it was much more interactive with other “gangsters” on the bus.
Review provided by Viator
Toddmf8113ty
Jul 13, 2024
Watch where they sit you - I enjoyed the tour and our host Marie was entertaining but… there were five adults in our group and were situated in the back of the bus the two end seats have the wheel hump in their foot space and made for extremely uncomfortable two hour ride. Also it was way too hot in the back sitting with our backs to the engine. I believe the vents need to be closed up front to provide more cooling in the rear These issues caused a less than stellar afternoon
Review provided by Tripadvisor
From $45
up to 4 guests
1 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).