Travel these 10 creepy Illinois roads… if you dare

small logo icon A Reboot Original
Jul 16, 2014

Illinois, with its many historical sites and state parks, is the perfect state for road trips. It’s also the perfect place for a very creepy road trip. Mysterious Heartland, a site listing some of the scariest places in the Midwest ranked The 10 Creepiest Roads in Illinois and The 10 Most Haunted Roads in the Midwest. Between these two lists we found 10 creepy Illinois roads to avoid (or travel on, depending on your preference) for your next weekend road trip.

Creepy Illinois Roads



1) Kennedy Hill Road
Byron, IL

From December 1980-January 1981, dozens of motorists reported seeing a woman, soon to be known as “The Phantom Lady of Kennedy Hill Road” walking along the road.  However, after winter of 1981, she disappeared, never to be seen again.


2) Shoe Factory Road
Elgin, IL

Shoe Factory Road has not one, but two haunted sites: a farm and the site of an old Spanish Colonial revival house. Although the structures at both sites have been demolished, both sites have been rumored to host multiple murders, so they are said to be haunted.


3) Cherry Road
Oswego, IL

A young couple allegedly took the nearly 90-degree turn at the end of the road too fast after their prom. The woman died and her boyfriend wrote “help” on the road in his own blood. The woman’s ghost has been sighted at the bend.


4) Dug Hill Road
Jonesboro, IL 

There are three stories associated with Dug Hill Road. The first involves Union deserters killing Provost Marshal Welsh on the road, and Welsh’s ghost allegedly haunts the road. The second involves a man who witnessed a spectral wagon pass over his own head. The third is the tale of “the boger,” a nine- to 11-foot-tall creature wearing black pants, a white shirt and a scarf.


5) 7th Avenue Dead End
Sterling, IL

At the dead end of 7th Avenue and east Second Street in Sterling, residents report seeing and hearing a ghostly woman. Rumor has it she’s looking for a lost child who either drowned in the river or was hit by the railroad tracks nearby.


6) Cole Hollow Road

Creve Coeur, IL

This is the location of several bigfoot sightings in the 1970s. The best is described as being eight to 10 feet tall with three toes and thick white fur.


7) Bloods Point Road
Boone County, IL

Bloods Point Road is rumored to be one of the most haunted roads in the country. People claim have seen everything from disembodied ghosts to phantom vehicles. Additionally, The Bloods Point Cemetery is also rumored to be haunted and guarded by hellhounds.


8) Lebanon Road
St. Clair County/Madison County, IL 

Lebanon Road is home to seven abandoned railroad bridges, also known as the Seven Gates of Hell. Rumor is that if someone drives under all seven bridges and enters the last one at the stroke of midnight, they will be transported to hell.


9) Cuba Road
Barrington, IL 

Cuba road is home to the haunted White Cemetery, where witnesses have seen white, floating globes. In addition to hosting the cemetery, Cuba road is supposedly the site of a vanishing house and phantom cars, among other paranormal activity.


10) Archer Avenue
Willow Springs, IL 

The area between Resurrection Cemetery and St. James-Sag Church on Archer Avenue is supposedly one of the most haunted areas in the Chicago area. Like many of the other roads on this list, Archer avenue is home to multiple supernatural forces, including Resurrection Mary, a hitchhiking phantom and various phantom monks who haunt St. James-Sag.

UPDATE: This post has been updated to correctly identify Cherry Road in Oswego. The map has also been edited to reflect this change. 

Related: Last-minute gifts for Illinois' Top 10 politicians
Dec 21, 2014

The Reboot Illinois elves have been slacking off on the job. Snoozing and losing. So we gave them a good shake and asked them to come up with some decent,…

share to facebook share to twitter comment
Be the first to respond to this quote.
Add a Comment commt