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Fright Hike: Chicago Halloween Bike Tour

Chicago, USA
3 hours
5.0
(7)
Walking Tours
|
Biking
|
City Highlights
Date
Wednesday
October 15, 2025
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Time
6:00 pm
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Fright Hike: Chicago Halloween Bike Tour
Infant
Ages: 0-3 years old
0
Youth
Ages: 4-11 years old
0
Adult
Ages: 12-99 years old
2
Checking availability

What You Will Do

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
  • Bicycle
  • Helmet

What's Not Included?

  • Optional gratuity: $10 per person (or more) suggested guide gratuity (via Cash, Venmo and PayPal)
  • Food and drinks

Cancellation Policy

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

Itinerary

Meeting Point

Directions: The entrance to 540 N. Lake Shore Drive is on the south side of Ohio Street just west of Lake Shore Drive. Enter through the covered driveway and our entrance is on the right just past the Driveway. Please note: you must walk through the covered driveway, no cars and no public parking.

1

Bobby's Bike Hike Chicago

15 minutes

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!

Show 5 more stops

Additional Information

This activity is operated by Bobby's Bike Hike - Chicago
  • 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.

Guide Options

  • Guide - English

Customer Reviews

Amazing way to kick off Fall in beautiful downtown Chicago!
5.0
(tripadvisor)
2024-10-20
Chicago by night is incredible! Our tour guide, Jamal, is a native Chicagoan and lives his city which comes through with an enthusiastic but polite pride in this wonderful town! We are from the north shore (suburbs) but learned much and got to see a different view of the city - by night on bike! Highly recommend this tour to anyone looking for a fun way to welcome fall, Halloween and kickoff the holiday season. Itinerary covers iconic sights and beautiful architecture. Bike allows coverage of good amount of Steeterville and Loop.
8 miles of fun
5.0
(viator)
2024-10-13
We had a blast. Our guide, Jamal, was informative and entertaining at every stop. It was so cool riding through the city at night. In addition, the equipment is clearly well cared which was so nice. Highly recommend if you’re looking for something different to do.
Best spooky bike tour in town!! 👻
5.0
(viator)
2022-10-24
Josie provided an entertaining, safe and spooky bike tour. Lots of laughs, spooks and adventures! HIGHLY recommend!!!!
Show 4 more reviews

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