Prohibition Chicago: Myth vs. Reality Walking Tour

As we stroll the Riverwalk (or Wacker Dr., depending on crowds), we'll discuss the rise of vice districts and organized crime in Chicago, and how the city played a role in the fight to ratify the 19th Amendment, which ushered in the Prohibition Era.(30 min)

Now a restaurant named after a beloved sportscaster, Harry Caray's Italian Steakhouse was where Frank Nitti, Al Capone's bodyguard and successor as head of the Chicago Outfit, lived for a while. We'll talk about how he's been portrayed in the movies hasn't always been accurate.(10 min)

After crossing back into the Loop, we'll talk about the role Chicago played in the popular and artistic growth of jazz during the Roaring Twenties. We'll stop at the site of a now-demolished place where Capone and jazz intersected.(5 min)

The Chicago Theatre was built in 1921 and its marquee is an icon of the city and featured in dozens of movies and TV shows set in the city. We'll talk about women that inspired the hit musical "Chicago" and its many iterations.(10 min)

A hotel whose history dates back to 1870, the Palmer House was renovated and expanded in the mid-1920s and remains an example of that era's wealth and elegance.(15 min)

Opened in 1897 as the city's first public library, the Chicago Cultural Center was used in two crucial scenes in "The Untouchables."(15 min)