




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.
From the operator’s live schedule on Viator, checked Oct 29.
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.
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.
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.
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.
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.
Opened in 1897 as the city's first public library, the Chicago Cultural Center was used in two crucial scenes in "The Untouchables."
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For a full refund, cancel at least 24 hours before the scheduled departure time.
Prohibition Chicago: Myth vs. Reality Walking Tour lasts about 2 hours. The itinerary has 6 stops.
Prices start at $35 per person for this Chicago experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, starting at 10:00 AM and 2:00 PM.
Children aged 0–13 pay from $15, adults from $35.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is 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. Hotel pickup is not part of this experience.
The experience is available in EN.
It is a small-group experience with a maximum of 15 participants.
Infants and small children can ride in a pram or stroller
Wheelchair accessible Transportation options are wheelchair accessible All areas and surfaces are wheelchair accessible
Yes, bookings are confirmed instantly.
Reviews collected by Viator and Tripadvisor
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
Prohibition Chicago: Myth vs. Reality Walking Tour | 2 hours | 5.0 (4) | $35 | |
Chicago Favorites Ultimate Food and Walking Tour | 3 hours | 4.9 (2,395) | $85 | View |
Chicago in a Day Walking Tour: Food, History & Architecture | 4h 30min | 4.9 (1,458) | $101 | View |
Haunted Chicago: Crime, Ghosts, and Capone Walking Tour | 1h 30min | 5.0 (475) | $35 | View |
Chicago Walking Tour: Historic Treasures of Chicago | 2 hours | 4.9 (461) | $35 | View |
Haunted Chicago Booze and Boos Ghost Walking Tour | 2h 30min | 4.9 (349) | $36 | View |
Chicago Walking Tour: A Walk Through Time | 1h 30min | 4.9 (233) | $35 | View |