Explore Chicago's Shadows: A Self-Guided Audio Tour

About this activity

Audio tour
Audio tour in English
Route length: 10 km
Instant confirmation
Duration 2h
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
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  • We will send the tour within 48 hours or refund your money
  • Explore eerie tales with the Self-Guided Audio Tour
  • Feel history at The Congress Plaza Hotel
  • See the grand 'CHICAGO' sign up close
  • Discover haunted secrets of the Palmer House
  • Uncover gangster lore at the Rookery Building
Dive into a world where the echoes of the past come to life with this Self-Guided Audio Tour of Chicago's gangsters and ghosts. Designed for those with a curiosity for the city's darker history and creepy tales, this journey through the Chicago Loop district offers independent adventurers a chance to uncover secrets hidden in the streets and buildings of the Windy City. Starting at the historic Palmer House A Hilton, you'll follow a path of intrigue and mystery, making your way past the majestic Art Institute and the gleaming Cloud Gate. As you wander through the Chicago Loop, you'll find yourself at the Congress Plaza Hotel, encountering tales that may send shivers down your spine. The route takes you past The Chicago Theatre and along the scenic Chicago Riverwalk, giving you a glimpse of the city's natural beauty amidst the spine-tingling stories. Your journey will conclude after you've explored the rich history of places like The Rookery and The Monadnock Building. Each stop on the tour unveils a new layer of Chicago's storied past, from the luxurious to the eerie, and leaves your imagination stirring with visions of figures that once roamed these streets. From touching the cold bricks of time-worn buildings to feeling the pulse of the city's heart through its tales of yesteryear, this experience is about immersing yourself in a Chicago that many never see. You'll finish with a head full of stories and a new perspective on the city's captivating charm.

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
Palmer House A Hilton
17 E Monroe St, Chicago, IL 60603, USA
The Rookery Building
209 S La Salle St, Chicago, IL 60604, USA
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...

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