Chicago's Roaring 20's Tour

What to expect
  • Learn about Chicago’s most incredible legends who brought the city to life, such as Jelly Roll Morton, Louis Armstrong, and Al Capone
  • Hear the captivating tales of Chicago’s rise with skyscrapers, organized crime, and jazz
  • Visit historic locales and view the iconic skyline
During the ‘20s, Chicago was the place to be. The horizon was loaded with skyscrapers, and this “dry” town was wetter than ever. At night, cheers, jeers, and jazz radiated through the air. If you’re interested in the 1920s scene, then there’s no better way to experience that lifestyle than the Roaring ‘20s Tour. With Chicago's Finest Tours, you will listen to the entertaining stories about the rise of Chicago’s skyline, the Volstead Act, and how organized crime seized control of the city. Of course, there will be plenty of jazz. Symbolized by a building bonanza, gangsters, and speakeasies, the ‘20s were an age that shaped the Windy City like none other.
Key Highlights
Price $25.00 per guest
Duration / Session 2.5 hours
# Sessions 1
Rating 24 positive reviews
Cancellation notice must be provided at least 24 hours prior to the start of the tour.

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