Chicago’s long and fascinating history — and that includes quite a few ghost stories. Explore the city’s spooky side, from supernatural sites to haunted hotels, with these Halloween tours of Chicago.

Walking tours

Graceland Cemetery in ChicagoGraceland Cemetery © Eric Allix Rogers

Haunted history tours at Lincoln Park Zoo

Join Adam Selzer, author and host of Mysterious Chicago Tours, leads spine-tingling tours that dig into the zoo’s spooky history. Learn all about the area’s beginnings as a cemetery and alleged hauntings over the years. Tours take 75 to 90 minutes, and participants must be aged 16 and older.

Various October dates
Lincoln Park Zoo
Tickets: $30

Leopold and Loeb walking tour

Nathan Leopold and Richard Loeb thought they could commit the perfect murder — but their gruesome crimes would make them into two of Chicago’s most infamous killers. Tour the scene of the crime and beyond with author and historian Paul Durica on this true crime tour hosted by the Chicago History Museum. Tours meet in Kenwood and run about 90 minutes.

Oct. 13, 2019
49th St & Ellis
Tickets: $25

Friday Night Flights

Shadows on the Street: Haunted Tours of Historic Prairie Avenue

Hear tales of strange sounds, unexplained sightings, and untimely endings as you explore Prairie Avenue after dark. During this ghostly walking tour through the historic area, you’ll learn about the mystery surrounding the death of Marshall Field Jr., the tragic events that plagued the Philander Hanford house, the lingering ghost of Edson Keith, and more. The tour is offered at 7 p.m. and 8:15 p.m.

Oct. 26, 2019
Glessner House
Tickets: $15

Cemetery tours with the Chicago History Museum

The Chicago History Museum’s Garden of the Dead tour will change the way you see Lincoln Park. Learn all about the long-buried history of the city’s oldest cemetery, including tales of grave robbers and improper burials. Meet at the Chicago History Museum and bring your own headlamp or flashlight. Tours run 1.5 – 2 hours.

Oct. 1 and 22, 2019
Chicago City Cemetery
Tickets: $35

Chicago ghost tours from Free Tours by Foot

Hear all about Chicago’s spooky side on this walking ghost tour of the Loop. Highlights include the haunted Congress Hotel, Chicago’s old Red Light District, “Death Alley” outside the former Iroquois Theatre, the site of the S.S. Eastland Disaster, tales of H.H. Holmes and John Wayne Gacy and more. Tours take approximately 2 hours.

Various dates
Meet at Congress Plaza Hotel
Tickets: Free

Chicago ghost tours with Nightly Spirits

Nightly Spirits Chicago has explored some of the most haunted bars, alleys, and buildings in the city to create one of the best ghostly pub tours of Chicago. Visit Prohibition era sites frequented by John Dillinger, Al Capone, and rumored supernatural encounters. The tour begins at one of the city’s most haunted bars, Red Lion Pub in Lincoln Park, and last approximately 2.5 hours.

Fridays & Saturdays at 8:30 p.m.
Red Lion Pub, 2446 W. Lincoln Ave.
Tickets: From $25

Tours by water

On the Chicago River Cruise at Night
Photo: Judy Giannetto

Seadog Cruises Haunted Tours

Seadog’s narrated Haunted River Tours divulge the many secrets and spirits that haunt the city. Hear tales of mysterious supernatural occurrences and infamous figures as you cruise the stunning Chicago River. These tours are available Friday – Sunday in October, as well as Halloween, and take approximately 75 minutes.

Various October dates
Board at Navy Pier
Tickets: $36.95 adults, $21.95 children

Ghosts and Gangsters of Hustlertown

Learn about the city’s “Wild West” early days as you kayak down the Chicago River at night. Hear about the rise of powerful mobsters like Al Capone and discover the most haunted areas of the Chicago River. Tours are approximately 2 hours, with a 25-minute pre-launch orientation. Your ticket includes either a single or double kayak, life vest, paddle, guide, and paddling lesson.
Various dates
East Bank Club Riverwalk, 500 N Kingsbury St.
Tickets: $65 adults, $45 children (under 16) 

Tours on wheels

Entrance to Bohemian National Cemetery in ChicagoBohemian National Cemetery © Adam Alexander

The Original Chicago Hauntings Ghost Tour by Bus

After nearly 20 years, this acclaimed ghost tour by Chicago Hauntings is one the most popular ways to see the city’s most haunted sites. Hop aboard the luxury coach bus and spend 2.5 hours exploring some of Chicago’s most ghostly locations. Make sure to bring your camera to capture any supernatural sightings. Other bus tours by Chicago Hauntings include the Killers of Chicago Tour and the Devil in the White City Tour.

Various dates
435 N. Michigan Ave.
Tickets: $39.14

Chicago Haunted Tours with Absolutely Segway Chicago

Glide around the city on this nighttime Segway tour to discover Chicago’s true ghost stories and view the site of some of Chicago’s most infamous events. Among the many stops on the tour, you’ll experience places such as “Death Alley” and Buckingham Fountain, and hear stories of Al Capone’s haunted yacht, and the famous gangster’s affiliation with a notorious Michigan Avenue hotel — allegedly the most haunted hotel in the city.

Various dates
300 E. Monroe St.
Tickets: $65

Bobby’s Fright Hike: Halloween Edition Bike Tour

Hop on a bike and peddle across the city on this haunted bike tour. You’ll visit a former cemetery along the lakefront where bodies still remain, the riverside site of Chicago’s biggest disaster, and the location of several Resurrection Mary sightings.

Various October dates
540 N. Lake Shore Drive
Tickets: $45

Haunted Chicago Tours with Weird Chicago

Weird Chicago offers tons of fascinating tours, and come October most of them deal with ghosts, gore, and gangsters. Their Haunted History Tour drives you past some of Chicago’s creepiest landmarks, from true stories to ghostly tales. Their popular Devil & The White City Tour covers the grisly story of America’s first serial killer who was active in Chicago during the 1893 World’s Fair. Other tours include the True Crime and Mystery Tours and the Blood, Guns, & Valentines Gangster Tours.

Various dates
600 N. Clark St.
Prices vary