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Top 10 Creepiest Roads in Illinois

Mysterious Heartland is proud to bring you our list of the “Top 10 Creepiest Roads in Illinois.” Any of these roads makes an excellent spooky night-time trip, but remember, always be conscious of other motorists – especially if they might be ghosts!

10. Kennedy Hill Road

Kennedy Hill RoadBetween mid-December and early January 1980/81, dozens of people reported seeing a young woman in various stages of dress walking down Kennedy Hill Road outside of Byron. By January 20, 1981, the sightings had reached a fevered pitch. Motorists parked their cars in the frigid temperatures along the narrow rural road to catch a glimpse of what became known as “The Phantom Lady of Kennedy Hill Road.” Newspaper reports reached as far away as Chicago, and the Rockford Register Star ran five consecutive articles on the sightings.

Explanations for the phantom varied from the ghost of a woman who had been buried in a nearby cemetery, to a mentally disabled girl who ran away from home, to even a transvestite who wore his girlfriend’s clothes after she died in an accident. The phantom disappeared after the snow thawed that spring and was never seen again.

9. Shoe Factory Road

Shoe Factory RoadAn old, derelict Spanish Colonial revival style house and an abandoned farm formerly stood along Shoe Factory Road in Hoffman Estates. Both were rumored to be haunted. The unique, stone house was at one time the Charles A. Lindbergh School, named after the famed aviator. According to local historian John Russell Ghrist, it was built in 1929. The school closed in 1948 and spent the next 30 years as a residence, until it became abandoned sometime during the late 1980s.

Local teens believed that the stone house became abandoned after a child living in the home killed his parents. They claim the ghost of this child, who plays with a knife, could be seen sitting on the steps. The haunted farm, and its nefarious barn, had several stories associated with it. One story involved the farmer going insane and murdering his family, then burying them in the middle of a circle of trees. The other had the family being murdered and hung in the barn by a mental patient. Both of these buildings were torn down in 2007.

8. Cherry Road

Similar to Spring Valley’s “Help Me” Road, Cherry Road outside of Oswego is said to have been the scene of a tragic accident. While predominantly straight, there is a sharp, 90 degree angle toward the end of the road. A young couple allegedly wrecked their car after prom while taking that curve too fast. The boy crawled from the wreckage and wrote “help” in his own blood on the pavement. His girlfriend’s ghost can be seen at the bend. Over the years, local teens have painted “Help” on the road with red spray paint.

7. Dug Hill Road

The first story concerning Dug Hill is a classic haunting rooted in the past. In 1863, Union army deserters ambushed and killed a provost marshal named Welch along Dug Hill Road. There are two versions of the story, one involving three deserters, the other involving a dozen or so. In the second version, Welch’s own friend betrayed him and led him into the ambush. Since then, his ghost has been seen along the road. Another legend concerns a man named Bill Smith, who reportedly witnessed a spectral wagon pass over his head.

A third story pertaining to the Dug Hill area concerns a creature known as “the boger.” The boger, or the boger-man, was something cooked up by parents who want to scare their children. Two men have reportedly seen this boger along Dug Hill Road in the past. The creature appears as a nine-to-eleven foot tall man who wears black pants, a white shirt, and a long scarf. No one has yet come forward to explain where this creature found someone to tailor his gigantic clothes.

6. Seventh Avenue Dead End

Seventh AvenueJust east of downtown Sterling, 7th Avenue ends in front of a railroad track that runs parallel to the Rock River, which divides Sterling and Rock Falls. Several people have drowned or have been hit by a train in the area. Although 7th Avenue is nearly identical to the other nearby side streets, eyewitnesses have reported seeing or hearing the ghost of a woman there. She is said to be searching for her missing child along the riverbank just over the railroad tracks. While no one really knows who this young woman was in life, many locals have heard the story.

Check out these places and more in Michael Kleen’s
Haunting Illinois: A Tourist’s Guide to the Weird and Wild Places of the Prairie State!

5. “Help Me” Road

Help Me RoadA local legend maintains that in the 1980s a couple was returning home along this road from a night of drinking at a nearby biker bar when their motorcycle crashed. Both riders were terribly injured, but the man managed to write “help me” on the road in his own blood before he died. Attempts to remove the words from the pavement failed. Even when the county repaved the road, the words mysteriously returned. Some have suggested that “help me” was written onto the road in tar by a mischievous construction worker. The road has recently been repaved and the words are no longer visible—for now.

4. Cole Hollow Road

Stories of bigfoot and other mythic creatures are not often associated with Illinois, however, in the 1970s the Illinois River Valley was abuzz with sightings of the Cole Hollow Road Monster, or Cohomo, for short. It was first sighted along Cole Hollow Road, just outside of Creve Coeur, south of Peoria. It was described as a three-toed beast, eight to ten feet tall, with a coat of thick white fur. There were so many sightings in the summer of 1972 that the Tazewell County Sheriff’s Department organized a search party to hunt for the creature. Encounters with Cohomo tapered off after that, but one man believed he caught a glimpse of it in the headlights of his car one night in July 2000, further north up the Illinois River near Essex, Illinois.

3. Blood’s Point Road

Blood's Point RoadA cornucopia of urban legends have attached themselves to this aptly-named rural avenue and its neighboring cemetery. Visitors have reported seeing phantom vehicles and a dog with glowing red eyes. According to legend, the railroad bridge was the scene of a deadly school bus accident, as well as more than one hanging. These hangings have also been attributed to a bridge along nearby Sweeny Road. The cemetery itself is said to be visited by a wide variety of phenomenon—from orbs, to a phantom dog, to a vanishing barn, to the disembodied laughter of children and electrical malfunctions. Blood’s Point was named after Arthur Blood, the first white settler of Flora Township. Some locals maintain that he brought a curse with him that remains to this day.

2. Lebanon Road

On or around Lebanon Road are seven railroad bridges, some no longer in use. All of them are heavily coated in graffiti—a testament to their popularity for nighttime excursions. Local visitors have crafted a hellish tale around these seven bridges, which they dubbed the “Seven Gates to Hell.” The legend is that if someone were to drive through all seven bridges and enter the last one exactly at midnight, he or she would be transported to Hell. In some versions, the person entering the final tunnel must be a skeptic. In other versions, no tunnel can be driven through twice in order for the magic to work. Like Cuba Road in Barrington, an abandoned property near Lebanon Road has given rise to rumors of a “death house.”

1. Cuba Road

Cuba Road sits nestled between the towns of Lake Zurich and Barrington, both upper and upper-middle class retreats. It is the setting of a plethora of paranormal phenomenon, including a phantom car (or cars), a pair of spectral lovers, and a vanishing house. A side street called Rainbow Road formerly had the distinction of being home to an abandoned mansion that some believed was an old asylum. Along Cuba Road sits White Cemetery, which author Scott Markus has referred to as the Bachelor’s Grove of the north-Chicago suburbs. This small, rectangular graveyard dates from the 1820s and its ghostlore concerns mysterious, hovering balls of light.

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Haunting Illinois by Michael KleenCheck out these places and more in Michael Kleen’s Haunting Illinois: A Tourist’s Guide to the Weird and Wild Places of the Prairie State! Three years in the making, the 3rd edition of Hunting Illinois is your ticket to adventure in your own backyard. This edition contains 60 new listings and 35 new pictures, for a total of 260 haunted or mysterious locations and more than 120 photos and illustrations. Divided into eight distinct regions and listed by county and town or neighborhood, each location features a description, directions, and sources from a wide variety of books, articles, and websites. Haunting Illinois challenges you to get off the couch and start exploring our wonderful State of Illinois. Go here to order!

Sorry guys, this page is copyright Black Oak Media, 2010. You do not have permission to copy this for any reason. Please learn how to cite your work.

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Comments

  1. In elgin Il. I and my best friend Angie saw the tall white beast with thick white hair up close and it followed us home. It was seen in tall grass off fleet wood dr. I asked my friend not to run as I noticed it from a far . I thought it was a huge dog laying the grass but as we got closer and I mentioned to her not to run she immediately took off and I picked up the pace as it raised up and took on its tall legs standing taller then a horse having a naked tail with almost a human like face and it was massif and VERY scary and it was very quiet.it was the wee hours of the morning and I could see its for well from a far and she wore glasses and still couldn’t see far with clearity but as we got on it and I asked her what’s that ? And please don’t run it followed ush with its head then stood up and when we got home I tried to take the garbage to the balcony from being afraid to go out fully to the garbage dumpster. And as I was putting out the bucket I saw it in the back in the woods and behind her building like it had somehow followed us. There is something out there/here in Illinois.

  2. mhawth1 says:

    Hi Tish, I believe that I can help answer your questions on this. Would love to chat with you about it. Just let me know here. Hope to hear from you….

  3. i’ve been searching on google for a particular haunted road in illnois, with no luck. it was back in 2001 when i was 17. i met a girl at a party and she asked me to drive her home. i’m from the north side of chicago and i didn’t know she lived in the south suburbs(from what i remember). it was pretty late, after midnight for sure probably closer to 2 or 3. It was a winding and hilly road, two car lanes that went opposite directions. it was a full moon that night but the tree line was so close to the road that it pretty much blocked it out. she was on her phone and i was going about 70mph when i came on a curve in the road that went left. upon taking the curve, there was a clearing and the moon was able to shine in. the clearing was about 30 yards. when i looked, i saw 3 ghosts. 2 males and 1 female standing next to a picnic table. they were wearing a white sheets. they were translucent and their eyes were black. one of the males was just a little boy, couldn’t be older than 10. the other male and the female appeared to be in their teens. my hairs stood up and it was almost as time stopped. the scariest thing was that all 3 of their heads followed my car as i whipped around that corner. If you know anything about this story please email me, i would like to know the real story. What the girl told me was that the teenagers was a couple and the boy was the girls little brother. they got a flat or something and a drifter raped and murdered all 3 one by one. This wasn’t my first encounter with a ghost but definitely the scariest.

  4. In regards to number four. Cole Hallow Road I’m gonna call bull shit. The writer should check his facts. Essex Illinois is about 35 miles from the Illinois River!

  5. Lantern Road in Iroquois countyshould make this list! Very creepie stretch of old back road where a luminous orb can be seen floating above the road… Many generations of witnesses and faithful viewers.

  6. Adam Varilek says:

    i live in byron i think it is particullarly weird the siting of the woman was only over one winter. both my parents recall this phenominon. as of blood point road i have been there numerous times but one time. shit did go down. details too long to write but my car did get pushed backwords on the bridge and our windows fogged up we got pushed far enough back to read F*** you in spray paint just ahead of our vehicle and a big black truck got on our ass going about 70 mph, blowing stop signs trying to lose them they didnt budge till we look back and they are completely gone. we pull into a farm house to turn around and my friends car died for 30 seconds, scariest 30 seconds of my life but after we got off the road things settled. more happend but thats all the detail ill provide as no one will probably see this as this is an old article

    • I live in byron and kennedy hill rd is not scary unless you trybto longboard down it. Theres only stories about the estate back in the woods. Actuall g met the ladyvthat owns it. Sweet old lady. Been out to blood point rd. Put powder on oue bumper and felt the car roll across the bridge. Got out amd there were handprints in the powder. The cemetery is just plane creepy.

  7. Where in Elgin il? I too live in Elgin and had some weird encounters myself.

  8. Whats the location of latern road, do you know? I live near that area. Thanks!

  9. Last night, two friends and I visited the cemetery along Cuba Road (White Cemetery). We decided to take a few pictures and wander a bit outside. Nothing happened at all. Back in the car, we looked at our pictures and noticed a glowing orb in one of the pictures. Thought it was pretty cool, but was disappointed nothing else happened. This morning my friend messed with coloring and filters on his phone of the picture with the orb. There is a hazy womanlike figure standing next to one of the orbs. We are convinced that we have seen a ghost through this picture. Plan to go back! Also will make a video talking and showing what happened! -GamerzDelightt (on youtube)

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  1. […] 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 […]

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