Explore Chicago's Roaring Twenties: In-App Audio Tour

About this activity

Audio tour
Audio tour in English
Route length: 2.4km
Instant confirmation
Duration 45m
AI generated tour
This tour was generated with the help of AI with human post moderation. It allows us to propose more diverse content for you while keeping good quality and lower price
Audio tours on your smartphone
After purchase, you will receive the link to download the app to take this tour
Control your experience
With the in-app audio guide, you decide when to start, pause, and finish your tour
No internet is required
All audio tours and tickets can be downloaded to your device anytime

Tour preview

Hosted by WeGoTrip
Book now
  • We will send the tour within 48 hours or refund your money
  • Discover tales of crime and jazz with the Self-Guided Audio Tour
  • Follow Al Capone's footsteps in 1920s Chicago
  • See where the Everleigh Sisters ignited the night
  • Uncover the Levee's gritty past on Clark Street
  • Relive the scandal of the Black Sox at the end
Step into the era of speakeasies and shady figures with this in-app audio tour of Chicago during the ragtime and jazz ages. Perfect for history enthusiasts, this tour will delve into the lives of infamous personalities like Al Capone and the Everleigh Sisters, as you navigate the very streets they once ruled. Starting at the bustling corner of State Street and Cermack Road and concluding near Al Capone's notable soup kitchen site, the tour unfolds the narrative of the city's most vibrant yet notorious epoch. As you walk, you'll visit significant locations such as the lavish Everleigh Club, the infamous Levee Red Light vice district, and the former headquarters of Chicago crime bosses, while listening to tales of bootleggers, madams, and crooked cops. From South Clark Street to Archer Avenue, each step on this route is anchored in the city's storied past, providing a map to a bygone Chicago that reverberates with the echoes of jazz and the whispers of the underground. The end of the journey promises to leave a lasting impact with vivid recollections of the Levee's notorious brothels, the site of gangland brawls, and the legacy of Prohibition-era kingpins. This immersive experience will transport you back in time to the heart of Chicago's illustrious criminal and entertainment history, and it's just a walk away.

What's included

  • Downloadable self-guided audio tour via the WeGoTrip app
  • Detailed route from stop to stop with live GPS map on your smartphone
  • Earphones are not included — please bring your own
  • Tickets to the attractions along the way are not included

Places you will visit

The route of the tour goes within circle
Starting Point at Corner of State Street and Cermack Road
Al's Soup Kitchen and Tour's End
Download the app and the digital audio tour on your smartphone before the visit. You will find recommendations on how to get to the staring point in the first step of the tour. If you have any questions or need any assistance, please email us at support@wegotrip.com.
Popular activities in Chicago
Cancellation policies vary according to activity type. Please check the conditions of your required activity Self-guided audio tour.
WeGoTrip is a company creating memorable experiences through the in-app audio tours for self-guided travelers all around the world. Travel by your own rules with self-guided audio tours & museum tickets in one app. Better to see something once than hear about it a...

Any questions left?

The most interesting attractions in Chicago