Embark on Bobby’s Fright Hike, Chicago’s premier Halloween bike tour. Explore haunted landmarks, uncover chilling stories, and connect with your inner ghost hunter. Book now!
- 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!
- 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.
- James M. Nederlander Theatre - 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!
- The Congress Plaza Hotel & Convention Center - Following that, you’ll trek to the South Loop’s Congress Plaza Hotel, one of the most infamous haunted hotels in the world. Here you’ll take a break and maybe hunt for a ghost or two in the lobby. Bobby advises against venturing upstairs—multiple rooms have been sealed off for a reason.
- 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.
- Lake Michigan - The tour finishes with a lakeside ride back to Streeterville, passing the dark depths of Lake Michigan, home to countless deadly shipwrecks.
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- Expert local tour guide
- Bicycle rental included
- Safety helmet provided
- $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)
- Food and drinks
Join the thrill of Bobby’s Eerie Ride! As the longest operating urban bicycle venture in the USA, Bobby’s Bike Hike brings you the foremost ghostly Halloween tour of Chicago. Mount your bicycle and allow Bobby’s seasoned guides to lead you through some of the most chilling and otherworldly locations within the Windy City. This 3-hour narrated bicycle journey ventures through the intensely haunted John Hancock Center, the location of the SS Eastland Disaster (one of America’s most catastrophic maritime tragedies), the centuries-old spirits of the Congress Plaza Hotel, and beyond! The ideal outdoor thrill for those keen to discover Chicago when the sun goes down. Unleash your inner specter chaser and register now!
- 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
- TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
- Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund.
- Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
For a full refund, cancel at least 24 hours before the scheduled departure time.