Fright Hike: Chicago Halloween Bike Tour

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Free Cancellation
  • Duration: 3 Hrs
  • Language:
  • Departure Time :
    6:30 PM
  • Departure Details :
    540 N Lake Shore Dr, Chicago, IL 60611, USA
  • Return Details :
    Returns to original departure point
  • Cancellation Policy :
    For a full refund, cancel at least 24 hours in advance of the start date of the experience. Tours booked using discount coupon codes will be non refundable.


Come get spooked O|hare international airportn Bobbys Fright Hike! Bobbys Bike Hike is Americas longest running city bicycle company, and this is Chicagos premiere Halloween ghost tour. Hop O|hare international airportn two wheels and follow Bobbys expert tour guides through some O|hare international airportf the most paranormal and frightening spots in the Windy City. This 3-hour guided bicycle tour explores the uber-haunted John hancock center, the site O|hare international airportf the SS Eastland Disaster (O|hare international airportne O|hare international airportf the deadliest shipwrecks in American history), the 200-year O|hare international airportld ghosts O|hare international airportf the Congress Plaza Hotel, and more! This is the perfect O|hare international airportutdoor activity for anyone looking to explore Chicago after dark. Connect with your inner ghost hunter and sign up today!

Know More about this tour

The journey begins at the Bobbys Bike Hike headquarters in Streeterville, where youll meet your terrifying and fun-loving tour guide! We will outfit you with a ready-to-ride Bobbys bicycle, complete with front and rear lights to keep the group shining bright amidst the spooky darkness. Our fleet of comfort bikes makes riding a breeze, so you can keep your focus on the frights!

The tour will then set out to see the John Hancock Center, home of the citys most prolific curses and tragic demise. Its one of the tallest buildings in Chicago and has an equally steep history of disaster.

Next, the group will cruise over to the Chicago River, site of the horrific SS Eastland shipwreck, which killed more than twice as many people as the Great Chicago Fire.

From there the guide will lead you into the Chicago Loop toward the Oriental Theatre, formerly known as the Iroquois Theatre. In 1903, a horrific blaze left hundreds trapped in the burning building and the alley beside it. It is largely believed that these souls still haunt the venue, even bringing their families to a show every now and again!

Following that, youll trek to the South Loops Congress Plaza Hotel, one of the most infamous haunted hotels in the world. Here youll take a break and maybe hunt for a ghost or two in the lobby. Bobby advises against venturing upstairsmultiple rooms have been sealed off for a reason.

Later, the frightening ride continues down to Grant Park and Museum Campus, two of Chicagos most iconic waterfront parks. These centuries-old spaces are vast and haunting, the perfect place to share more ghost stories including those of H.H. Holmes, a serial killer who preyed upon visitors to Chicagos 1893 Worlds Fair. Though his south-side murder castle has long been demolished, the spirits of his victims are still present all around.

The tour finishes with a lakeside ride back to Streeterville, passing the dark depths of Lake Michigan, home to countless deadly shipwrecks, as well as the bright facade of Navy Pier, which long stood abandoned after the Second World War, a perfect place for paranormal activity.

The tour concludes back at the Bobbys Bike Hike headquarters after three hours and countless frights! At this point, youll know why Bobbys is Chicagos favorite company for nighttime bicycle tours!




Expert local tour guide


Guide Gratuity, Suggested 15-20% (Venmo and PayPal available)

Food and drinks

Additional Info

Confirmation will be received at time of booking

This tour is appropriate for most ages and fitness levels. Professional guides blend quality information, group interaction, and most of all, fun, to create an unforgettable Chicago experience. Bikes are provided. Child bikes, seats and tag-alongs are available.

Please note: children must be strong, capable riders and be able to bike for 9 miles