Chicago's Ghostly Haunts

Chicago's Skyline with Animated Ghosts

Have some spooky fun in the windy city with these haunted tours.

Halloween is fast approaching and everyone is looking for some good haunts to get in the spirit. Chicagoans find multiple ways to celebrate Halloween now and throughout the year with the many different scary options available. Whether you live in the northern suburbs or in the city, Chicago’s Haunted Ghost tours are perfect to see and learn about the real haunts that have plagued the city for more than a century.
Here is a list of some of ghost tours that are guaranteed to scare!
Chicago Haunted Tour: This tour guides participants through the streets of Chicago and shares the history of famous gangsters, murder, death, disasters and ghostly stories. The tour begins at 238 E. Monroe Street, where participants board the provided Segways.  The first stop is Buckingham fountain where you will hear about Al Capone’s haunted yacht and his association with the Michigan Avenue hotel. The hotel is known for being the most haunted hotel in the city. Prepare for stories of the self-playing piano in the ballroom and unexplainable deaths that took place there.
The next stop on the ghost tour, which takes you through the dark downtown streets, is Death Alley. The first stop is the Iroquois Theatre where a fire killed around 600 Chicagoans in one day. People who have been on the tour before say that they felt cooler while standing in this creepy alleyway. The second stop is along the Chicago River to visit the site of the Eastland Disaster of 1915, which is considered the deadliest maritime disaster in Chicago history and claimed the lives of 800 people.
The last stop on the tour is the former site of Fort Dearborn along the River Walk. Participants learn about the hauntings surrounding the Fort Dearborn Massacre.
The Chicago Haunted Segway Tour runs June through October, lasts approximately two hours, and costs $65.00 per person. Start time is 8:30 p.m.  Reservations required.
Historic Ghost Tours of Naperville: Looking to do your own ghost hunting? This ghost tour is perfect for you. Known as one of the best and oldest ghost tours in Chicago, participant will get a two-hour walking tour along the beautiful, historic streets of Naperville. The tour starts at Quigley’s Irish Pub located at 43 E. Jefferson in the heart of downtown. Before the tour begins, each participant receives a free EMF “Ghost Meter” to use during the tour. This lantern guided tour takes participants along the brick streets, past Victorian mansions, telling stories of Naperville’s haunted history and local legends. Some of the stories include Charlie Yellow Boots, and the Spector of Seibert Hall. One of the best stops on the tour is the site of the Great Naperville Train Disaster. This site is known for its “ghostly” encounters by spectators. One never knows if their EMF meter will start flashing…could a ghost be standing beside you?
Running May through November, the tour leaves at 8:00 p.m. and cost $15 a person. Reservations are required.
The Long Grove Historical Society’s Annual Ghost Walk:  This family oriented event is celebrating its third year and takes place on Friday, October 30th. The tour is conducted by a costumed guide who leads the group through historic downtown Long Grove.  The walk lasts for 45 minutes and stops at half a dozen locations, where you will hear about Long Grove’s haunts and meet some “characters” from the past.
Space is limited to 15 people per tour so reservations are required along with a donation of $5 per adult and $3 per child.
FREE Chicago Ghost Tour: This free tour takes participants through downtown Chicago where you will hear some of the spookiest stories from Chicago’s history. The first stop is the Congress Hotel, which is known for being one of the most haunted hotels in the city. The guide will take you down the streets where H.H. Homes, Chicago’s first serial killer walked, the Everleigh Club and 1900s Red Light District, and you will learn about some famous downtown prison breaks. Each story is filled with Chicago history and spooky stories from the past. Some other highlighted stops are the Auditorium Theatre, Eastland Disaster Hauntings, Chicago Fire Hangman and Death Alley.
The tour starts at the Congress Plaza Hotel, located at 520 S. Michigan Ave, and ends at the Clark Street Bridge. The tour lasts about two hours and total walking distance is a little over one mile.  Even though the tour is free, tips are highly recommended. Reservations required.
Bobby’s Fright Hike – Halloween Edition: This annual event takes participants through the city for a frightfully good time.  The tour guide will take you through a former cemetery and show you the spot along the Chicago River where 800 people drowned. Along the way, participants will hear stories about the famous Levee District, Colombian Exposition, and let’s not forget Chicago’s most famous ghost, Resurrection Mary.
The tour begins at 540 N. Lake Shore Drive and lasts three hours. The cost is $42.75 per adult and $37.75 per student and includes the helmet and bike rental.
It doesn’t need to be Halloween to get out and participate in some of Chicagoland’s most famous ghost tours. This is a perfect way to see the city and learn about some of its richest history. If you have ever gone on one of these tours, leave a comment below about your favorite part of the tour. To learn more about Chicago real estate, click here.