Fright Hike: Chicago Halloween Bike Tour

Overview

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!

City: Chicago

Tue 10 Jun

Other dates

You can choose the date already on the booking website

Starting at $54.99

Make a reservation

Tue 10 Jun

Starting at $54.99

Make a reservation

New York City Tours

Unique Activities (21) Transfers & Transportation (175) Tours, Sightseeing & Cruises (252) Entry Tickets (96) Sporting Events (4) Good for Small Groups (27) Seasonal & Holiday Tours (113) Walking Tours (705) Outdoor Activities (48) Limitied Availability Tours (29) LGBT Friendly Tours (9) Family-friendly Activities (8) Wildlife Activities (6) Solo Travelers' Tours (147) Food & Drinks (96) Travelers recommend (174) Good for Groups (32) Top Activities (75) Guided Audio Tours (10) Art, Culture & History (406) Attractions to explore (43) Sustainable Tours (1) Limousine Transfers (5) Donut Walking Tour (2) Virtual Experiences (1) Additional fees (7) DSA non-compliant (17)

What's Included

Expert local tour guide

Bicycle

Helmet

Additional Info

Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
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.

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!

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.

Grant Ulysses 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.

Show 1 more stops

Cancellation Policy

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

Traveler Photos

Reviews (7)

Adriana_S

Oct 2021

Great all round scenes of Chicago, lakeshore, city streets, under the L, around museums. The ghost stories were very informative and fun. I highly recommend it and I’d do it again!

Sean M

Oct 2021

Fantastic bike ride two days in a row- we did the architecture first then the Fright Bike - both guides were awesome- gabe and paul- highly recommended -

andrew h

Oct 2017

Bobby's Bike Tour Halloween Edition was the highlight of our Chicago visit. We had our 3 year old and 7 year old. The weather was drizzly, damp and cool. The roads are flat and the route was safe especially on a Wednesday night. I was especially impressed with our guide's attention to the script and genuine enthusiasm. They have ebikes which I would insist on in Atlanta or other hilly towns but it wasn't necessary even pulling kids. Also, the hike did not have people jumping out trying to scare you. It was a tour of some of the more gruesome and haunted parts of Chicago. My 7yr old had just the right fright and the 3year old wanted to keep riding in her Yepp seat around town to see the pretty lights :D