Chicago, United States
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From US$123.00

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2 hours 30 minutes (Approx.)
Hotel pickup offered
Mobile ticket
Offered in: English and 1 more


Travel back in time to learn about life in Chicago in the 1920s, 30s, and 40s on this private, 2.5-hour sightseeing tour. Learn about the mafia, blues music, plus the city’s scandals, sports teams, and more. Then explore the current nightlife scene in the Windy City.
  • Historic Chicago sightseeing tour of the 1920s-1940s
  • Learn about the mafia, blues music, scandals and more
  • Explore the current nightlife scene in Chicago
  • Private guide ensures personal attention
Begin this exploration into Chicago’s notorious past with a visit to the very location of the St. Valentine's Day Massacre — located in a garage on the city’s North Side — and find out about the events that led up to it. Then learn about Prohibition — including its history and how it became one of Chicago's defining moments. And see how the music known as ‘the Blues’ became a powerful force that helped the Mafia grow in Chicago.
Next, explore Chicago’s modern-day nightlife scene, featuring a stop at a legendary landmark bar that was previously owned by famous gangster Al Capone. Enjoy a drink (for a fee) and maybe some live music, in the spirit of the 1920s. Visitors must be at least 21 of age or older to enter. Please bring proper photo identification.
Book online or call
(888) 680-5731
(888) 680-5731
Product code: 26564P2

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