Chicago: Vice, Crime and Gangsters Self-Guided Audio Tour

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Delve into Chicago’s crooked past with this self-guided audio tour. Experience the magic of GPS playback as you immerse yourself in the history of crime, gangsters, and vice in the notorious city.


  • Find the city’s dark side with stories of opium trade, vices, and a shanty town
  • Hear from producer Richard Junger, an urban historian and author
  • Do it all in 75 minutes or linger at stops along the way
  • Get unlimited use before your booking date and after it
  • Use the virtual tour option at home


You may think you know Al Capone and Eliot Ness, but you don’t know the Chicagoans who came before and educated them. On this walking tour, you’ll go back in time to the city’s earliest days and hear about the first crime bosses, sex workers, card sharks, con men, saloon keepers, corrupt police officers, opium addicts, and crooked politicians. This circular walk takes you through the River North and northern Loop neighborhoods with views of some of Chicago’s best-known public sculptures and structures. Get up close and personal with Tribune Tower, the Wrigley Building, Merchandise Mart and the city’s other top tourist attractions, as well as lesser-known ones, including: • Brothels and bagnios • Gambling resorts • Cheap saloons • Squatter settlements • Fleabag boarding houses There are plenty of cafes, restaurants and bars along the way for a quick or lengthy stop, including the enigmatic Billy Goat Tavern. Why was nineteenth-century Chicago known as the “Wickedest City in the World?” Take this tour and find out!


Lifetime access to this tour in English Offline access to audio, maps, and geodata VoiceMap App for Android and iOS

Important Information

  • You need to install the VoiceMap smartphone app.
  • You can download the tour at any time, before or after your booking date. It’s best to download the tour before you set off for the starting point.
  • This tour follows a set route and includes turn-by-turn directions. It works best if you start it in the right place and follow the directions from one location to the next.
  • When the download completes, you’ll see a screen with a photo of the starting point and directions to it. The red start button will become active when you are at the starting point.
  • This tour is only available in English.

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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