
Chicago's Dark Side Haunted Tour
About Tour:
As decades have passed, Chicago has become known for its many icons: the “bean”, Willis Tower, the river walk and its food, yum.
But, as with any city this old, its history isn’t exclusively written in stories of success. Chicago is no stranger to a darker history, a history of a great number of tragedies that have defined it over the years, from sunken ships to fires to mob murders.
It’s these types of happenings that leave behind the spirits of the victims, lingering and haunting the very grounds where life escaped them. We’re going to begin our tour at the site of one of Chicago’s most terrifying incidents, I’ll guide you through the streets to death alley, haunted hotels, restaurants, buildings, river, and the sidewalks showing you the most haunted locations and telling you, their tales.
The tour starts at the Chicago River walk on State Street. I’ll meet you there.
Frequently asked questions
What's Include
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🎧 Full Self-Guided Audio Tour – Expert narration with immersive storytelling.
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🗺 Interactive GPS Map – Never get lost; see each stop on your phone.
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📍 14 Official Freedom Trail Landmarks – Plus bonus hidden gems along the way.
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⏱ Explore at Your Own Pace – Pause, replay, or skip stops anytime.
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🏛 Historic Insights & Local Tips – Stories, trivia, and recommendations from locals.
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🍽 Built-In Breaks – Time to enjoy Faneuil Hall, Quincy Market, and North End treats.
What's Not Include
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🚶 Live Tour Guide – This is a self-guided experience; explore on your own schedule.
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🎟 Entrance Fees – Tickets to museums or attractions are not included.
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🚗 Transportation – No shuttle, parking, or ride services provided.
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🍔 Food & Drinks – Meals and snacks are at your own expense.
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📶 Mobile Data – An internet connection is required to download the tour before starting.
– Sarah M.
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Loved exploring at my own pace—felt like a private tour just for me!a
– John D.
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The stories were so vivid, I could picture history coming alive.
– Emily R.
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Perfect mix of facts, fun, and hidden gems. Highly recommend!
– David R.
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No rushing, no big crowds—just me, my headphones, and an amazing city.
– Tina M.
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Learned more in two hours than I ever did in school history classes.
– Zander
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Easy to use and incredibly informative. The GPS syncing was spot on!
– Lisa K.
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Felt like I had a guide in my ear, but total freedom to roam.”
– Martin P.
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Took the tour at sunset absolutely magical experience!
Tour Stops
On our haunted tour you'll see:
The Haunted Chicago Riverwalk
The site of the S.S. Eastland Disaster
Chicago City Hall
Jame M. Nederlander Theater
Death Alley
The Old Marshall and Fields Building
The Palmer House Hotel
Exchequer Restaurant
The Fine Arts Building
Congress Plaza Hotel
And much more!
Listen Tour
WalknTour APP Guide Video
Tour Guidance
TOUR CITY:
Chicago IL
TOUR DISTANCE:
1.5 Miles
TOUR LENGTH:
60 to 75 Mins
TOUR START LOCATION:
Riverwalk
TOUR END LOCATION:
Congress Hotel
