Prohibition Chicago: Myth vs. Reality Walking Tour

2 hours (approximately)
Offered in: English

More than 100 years later, stories of Prohibition-era Chicago still capture the public’s imagination. But the portrayal of that era in popular culture isn't always accurate.

On this tour, you’ll hear how the culture in turn-of-the-century Chicago helped bring about the 18th Amendment through stories of notorious vice districts along the Chicago River and the South Loop. We'll talk about the rise of Al Capone during the infamous “Beer Wars,” culminating in the St. Valentine’s Day Massacre. Along the way, we’ll talk about how the city played a role in the popular and artistic growth of jazz, and how Chicago during the Roaring Twenties has been depicted on screen, in blockbusters such as "The Untouchables" and "Chicago."

Please be advised that this tour contains stories of murder and sex work. Although children are welcome on this tour, parents should use their discretion in determining whether it is suitable for those under 15.

What's Included

Entrance fee
Gratuities
Bottled water

Meeting and pickup

Meeting point
Pioneer Court

We'll meet in the plaza on Michigan Ave. between the Tribune Tower and the Apple Store. We'll talk about the first non-Indigenous people to come through the region and how it led to the birth and growth of Chicago.

End point

The Art Deco design of the Carbide and Carbon Building is not only beautiful inside and out, but it also holds a secret related to the era.

Itinerary

Duration: 2 hours (approximately)
  • 1
    Chicago Riverwalk

    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 minutes Admission ticket free
  • 2
    Harry Caray's Italian Steakhouse

    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 minutes Admission ticket free
  • 3

    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 minutes Admission ticket free
  • 4
    The Chicago Theatre

    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 minutes Admission ticket free
  • 5
    Palmer House Hilton Historic Lobby

    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 minutes Admission ticket free
  • 6
    Chicago Cultural Center

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

    15 minutes Admission ticket free

Additional info

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels
Supplied by Chicago History Walking Tours

Tags

Private and Luxury
Cultural Tours
Historical Tours
Walking Tours
Crime Tours
Short term availability

Cancellation Policy

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

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