Skip to content

    Ghost Cities ยท Recommended Tour

    2-Hour Haunted Segway Tour of Chicago

    Freaky Foot Tours doesn't sell ads. When you book through links on our site we may earn a small commission at no additional cost to you.

    2-Hour Haunted Segway Tour of Chicago

    Glide through Chicago by moonlight on this haunted Segway tour. Follow your costumed local guide as they show you the sites of some of the most gruesome murders and disasters in Chicago's history. You see Chicago's landmark sites lit up during the spookiest time of year and hear about the haunted history the operator describes across this city.

    This is a riding tour, not a walking one, so it suits travelers who would rather glide than log the miles on foot and who like the idea of covering more downtown ground in two hours than a walk allows. Because it moves on a Segway after dark, it leans toward people comfortable balancing on wheels and away from very young kids or anyone who would rather stroll at a slower, storytelling pace. The costumed guide handles the narration, so you get the dark-history angle without stopping to investigate for spirits yourself.

    If you have only one night in the city and want the murders-and-disasters version of Chicago rather than the postcard version, the format does double duty: landmark sightseeing lit up at night plus the grim stories behind them. Chicago's dark past runs deep across fire, crime, and old scandal, and a moonlit ride is a brisk way to sample that atmosphere without committing to a long ground tour.

    Questions people ask

    How long is the tour and what is the format?

    It runs about two hours and takes place on a Segway at night, with a costumed local guide leading the group and telling the stories along the route.

    Is this a ghost-hunting tour or a storytelling tour?

    It is a storytelling ride. The guide points out landmark sites and recounts the gruesome murders and disasters in the city's history rather than running a paranormal investigation.

    Would this suit someone who does not want to walk far?

    Yes. Because you ride a Segway the whole way, it covers more downtown distance than a walking tour without the miles on foot, though you do need to be comfortable balancing on wheels.

    Check Availability & Book

    โ† Explore more Ghost Cities

    The One State Where We Hold the Lantern

    Coming to Arizona? Walk with us.

    Everywhere else, we write the guide. In Flagstaff, Tucson and Prescott we lead the tour, nightly, in person, with five generations of Arizona roots behind every story.

    5.0 Google ยท 675+ reviews Best of Flagstaff 2023, 2024 & 2025 Locally owned ยท Est. 2015