Gangsters, Ghosts, and Haunted History Tours in Illinois

We all know the old-time gangster stories. But that’s not all there is to know. Our award-winning walking tours of Chicago go beyond the headlines, diving deep into the history - and hauntings - associated with the most notorious characters and times (like the Great Fire of 1871) in the city’s history.

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GUEST REVIEWS

  • A great tour! We visited multiple locations with a knowledgeable guide. We were able to use ghost hunting equipment and hear the stories from the guide while seeing the locations.

    Gray Walsh

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  • This ghost tour was great ! Our guide explained to us in detail the history of Lincoln park and we came across a couple fascinating sites such as the saint Valentine’s Day massacre, highly recommend!

    Marty Goose

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  • This tour was one of the best that I’ve been on. Our tour guide gave so much historical information, which I really appreciated. He called out certain things to note, shared photos, personal experiences and stories of what has happened during his tours. He let us ask questions, tell our own stories, and had all the things a ghost hunter would need (and let us try them!) I will definitely be booking in the future, but probably when it’s a little warmer out.

    Dakota Horejs

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Illinois Ghost Tours

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Lincoln Park Hauntings Chicago Ghost Tour & Ghost Hunt

Take a spine-tingling night walk through Lincoln Park in Chicago and hear gruesome tales like the St. Valentine’s Day massacre. From $34.99 per person. Most nights at 8pm.

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Aurora Two Brothers Roundhouse Ghost Tour and Investigation

"America's Ghost Storyteller" Diane Ladley takes you on a lantern-led tour inside this historic establishment. From $25 per person. Tuesdays at 6:30pm.

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The Original Chicago Hauntings Ghost Tour

Take this 3-hour, fully-narrated haunted history tour of Chicago’s ghosts by luxury coach, with several stops off the bus at some of Chicago’s most haunted locations. From $54 per person. Saturdays at 7pm.

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The Devil in the White City Bus Tour

Discover the true, not to mention hard to believe, details about the notorious serial killer, HH Holmes, on this 3-hour bus tour. From $59 per person. Select Saturdays at 2pm.

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The Resurrection Mary 4-Hour Bus Tour and Pub Stop

Learn about one of Chicago's most spirited hitchhikers, "Resurrection Mary," on this 4-hour ghost tour that includes a stop at a pub. From $69 per person. Select Saturdays at 2pm.

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Woodstock Ghost Walk

This town has a lot more than just Groundhog Day. Secrets, ghost stories, exorcisms, and a whole lot more spooky fun await you. From $30 per person. Fridays and Saturdays at 7:30pm.

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Aurora Hauntings Ghost Walk

Explore the “City of Cemeteries” with EMF ghost meters! From $30 per person. Fridays and Saturdays at 8pm.

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Naperville Hauntings Ghost Walk

Experience the Haunted Streets of Naperville, Illinois, on this award-winning 2-hour ghost walk with paranormal expert Diane Ladley. From $34 per person. Fridays and Saturdays at 8pm.

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The Great Lake County Ghost Adventure

This all-day ghost bus tour will introduce you to the lore of haunted Lake County north of Chicago, stopping for lunch at an actively haunted pub. From $89 per person. Select days at 10am.

  • The Phantoms of Cuba Road and White Cemetery

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    Discover why Cuba Road is considered Illinois’ most haunted stretch of highway—where glowing orbs float through the trees, phantom houses vanish without a trace, and the spirits of gangsters still roam the night. Want to dig deeper into the eerie legends tied to this road and the nearby White Cemetery? Don’t miss our full article on the hauntings of Cuba Road and White Cemetery. 

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  • Beneath the Zoo: Uncovering the Ghosts of Lincoln Park

    A city skyline is reflected in a lake at night

    Once a sprawling cemetery and now home to spectral voices, shadow figures, and haunted mirrors, Lincoln Park hides thousands of restless souls beneath its serene surface. Dare to investigate the paranormal heart of Chicago—join our Lincoln Park Hauntings Ghost Tour & Ghost Hunt and explore what still lingers after dark.

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  • Chicago’s Blood-Soaked Valentine: Ghosts of the Capone Era

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    Step into the chilling legacy of love, loss, and murder as we uncover the haunted aftermath of the St. Valentine’s Day Massacre and Chicago’s most infamous gangland ghosts. Explore the real hauntings behind the headlines—join The Original Chicago Hauntings Ghost Tour and discover history’s most haunted crime.

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  • The Devil in Englewood: Unearthing Chicago’s Murder Castle

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    Discover the chilling history and lingering hauntings of H.H. Holmes’ infamous Murder Castle—where shadows of America’s first serial killer still stir beneath the South Side streets. Dare to explore the darkest chapter in Chicago’s past—book your seat on The Devil in the White City Bus Tour and stand where evil once ruled.

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  • Chicago’s Eternal Hitchhiker: The Legend of Resurrection Mary

    A cemetery filled with lots of graves and trees at sunset.

    For over 80 years, drivers along Archer Avenue have encountered the ghostly figure of a young woman in white—only to watch her vanish at the gates of Resurrection Cemetery. Follow the path of Chicago’s most famous ghost—book your seat on The Resurrection Mary 4-Hour Bus Tour and Pub Stop and experience the mystery firsthand.

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  • Ghosts and Groundhogs: Hauntings Beneath Woodstock’s Timeless Charm

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    Famous for reliving Groundhog Day, Woodstock, IL hides a darker loop of its own—where haunted inns, tragic pasts, and lingering spirits add a spectral twist to its cinematic fame. Step beyond the screen and into the supernatural—join the Woodstock Ghost Walk and uncover the real-life spirits haunting this historic town.

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  • Uncover Aurora’s Chilling Secrets on the Ghost Walk Tour

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    Explore the haunted heart of Illinois' "City of Cemeteries" with EMF meters in hand on this 2-hour guided ghost walk through historic downtown Aurora—where the shadows of tragic pasts still linger.


    Ready to discover who (or what) haunts the Fox River’s banks? Learn more about our Aurora ghost tours and book your haunted adventure today—if you dare.

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  • Uncover the Haunting Secrets of Naperville

    A group of people are standing on a train platform at night.

    Step into the shadows of Naperville’s Historic District on this award-winning 2-hour ghost walk with renowned storyteller Diane Ladley—complete with EMF ghost meters and chilling tales backed by real history. Ready to walk with the dead? Learn more about Naperville ghost tours and book your haunted night out today!

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Explore Recent Blogs

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Chicago Valentine's Day Massacre Ghost Tour Pub Crawl

By Mike Huberty • January 30, 2025
Join us for a haunting night of history, spirits, and spirits! Experience Chicago's most notorious gangster history on this unique Valentine's Day pub crawl that combines chilling tales, craft cocktails, and unforgettable sites from the city's bloody past. Event Details: Date: Friday, February 14th, 2025 and Saturday, February 15th, 2025 Time: 8:00 PM - 10:30 PM Starting Location: Chicago Oven Grinder (1850 N Lincoln Ave) Tour Highlights: - Start your evening at the historic Chicago Oven Grinder, built from the remnants of a building that once housed Al Capone's lookout spot - Visit the original site of the infamous St. Valentine's Day Massacre, where seven men met their tragic end in 1929 - See the Biograph Theater, where legendary gangster John Dillinger had his final showdown with the FBI 
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