Fright Hike: Chicago Halloween Bike Tour

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From $54.99

5 reviews   (5.00)

Price varies by group size

Lowest Price Guarantee

Pricing Info: Per Person

Duration: 3 hours

Departs: Chicago, Chicago

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

Learn more


Come get spooked on Bobby’s Fright Hike! Bobby’s Bike Hike is America’s longest running city bicycle company, and this is Chicago’s premiere Halloween ghost tour. Hop on two wheels and follow Bobby’s expert tour guides through some of 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 of the SS Eastland Disaster (one of the deadliest shipwrecks in American history), the 200-year old ghosts of the Congress Plaza Hotel, and more! This is the perfect outdoor activity for anyone looking to explore Chicago after dark. Connect with your inner ghost hunter and sign up today!

What's Included


Expert local tour guide


What's Not Included

$10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)

Food and drinks

Traveler Information

  • INFANT: Age: 0 - 3
  • YOUTH: Age: 4 - 11
  • ADULT: Age: 12 - 99

Additional Info

  • Gear/equipment sanitised between use
  • Please note: children must be strong, capable riders and be able to bike for 9 miles
  • Social distancing enforced throughout experience
  • Travelers should have at least a moderate level of physical fitness
  • Contactless payments for gratuities and add-ons
  • Hand sanitiser available to travellers and staff
  • Public transportation options are available nearby
  • 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 ava

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Experience may be cancelled due to Insufficient travelers

What To Expect

Bobby's Bike Hike Chicago
The journey begins at the Bobby’s Bike Hike headquarters in Streeterville, where you’ll meet your terrifying and fun-loving tour guide! We will outfit you with a ready-to-ride Bobby’s 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!

15 minutes • Admission Ticket Free

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

15 minutes • Admission Ticket Not Included

Chicago River
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.

15 minutes • Admission Ticket Free

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!

15 minutes • Admission Ticket Not Included

Grant Park
ater, the frightening ride continues down to Grant Park and Museum Campus, two of Chicago’s 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 Chicago’s 1893 World’s Fair. Though his south-side murder castle has long been demolished, the spirits of his victims are still present all around.

15 minutes • Admission Ticket Free

Lake Michigan
The tour finishes with a lakeside ride back to Streeterville, passing the dark depths of Lake Michigan, home to countless deadly shipwrecks.

15 minutes • Admission Ticket Free

Navy Pier
On your way back, pass 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 Bobby’s Bike Hike headquarters after three hours and countless frights! At this point, you’ll know why Bobby’s is Chicago’s favorite company for nighttime bicycle tours!

• Admission Ticket Free

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