Free cancellation

Haunted Ghosts & Gangster Legends Segway Tour in Chicago

4.7 (38 reviews) · By Absolutely Chicago Segway Tours

Discover Chicago's dark side on the Haunted Ghosts & The Chicago Outfit Segway Tour. This unique experience combines spooky stories, legendary gangsters, and the city’s haunted sites—all while cruising on a Segway. It’s a fun way to explore Chicago’s mysterious history with a guided tour that’s as thrilling as it is informative.

Ride past chilling landmarks like the Iroquois Theater Fire, one of the deadliest disasters in U.S. history, and ghostly sightings at Marshall Field’s. Dive into Chicago’s gangster past by visiting mob-run speakeasies and the site of Antonio Lombardo’s brutal assassination. Hear stories of Al Capone, secret tunnels, and the crime scenes that defined the city’s underworld.

This tour is perfect for ghost hunters, crime buffs, and anyone curious about Chicago’s haunted legends and gangster lore. With a friendly guide leading the way, you’ll get a thorough Segway orientation and plenty of time to soak in the eerie atmosphere of the Windy City’s most infamous spots.

Frequently asked questions

How long is the tour?

The Haunted Ghosts & The Chicago Outfit Segway Tour lasts approximately 2 hours.

What languages are available?

The tour is conducted in English.

What is the group size?

Groups are limited to up to 9 participants.

Is the tour suitable for all ages?

The tour is recommended for adults aged 12 to 99. It’s suitable for all physical fitness levels.

What’s included in the tour?

You’ll receive a helmet, a bag for personal belongings, a certified guide, and a thorough Segway orientation.

Are there any exclusions?

Gratuities are not included, and hotel pickup or drop-off is not provided.

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 2 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 2 hours
Language English
Group size Up to 9
Ages Adults 12–99
Accessibility Suitable for all physical fitness levels

What's included

Included

  • Bag for personal belongings
  • Helmet
  • Certified Segway tour guide
  • Thorough Segway orientation

Not included

  • Gratuities
  • Hotel pickup and drop-off

Itinerary

Start your adventure with a quick check-in, helmet fitting, and a brief training session. Then, cruise past haunted sites and legendary gangster landmarks, hearing chilling stories along the way.

  1. Stop 1

    Please arrive 15 minutes early to check in, fill out waivers, and get fitted with your helmet. The tour kicks off with a video and personalized training to ensure everyone feels comfortable on the Segway.

    15 minutes

Meeting point & pickup

Meet at the starting point

At the corner of Monroe Street and Columbus Drive near Millennium Park, at the entrance to Maggie Daley Park. Enter through the Millennium Lakeside Garage exit lobby, one level down. For more details, visit www.chicagosegways.com/directions.

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before the scheduled departure for a full refund.

  • 100% refund if canceled at least 1 day in advance
  • No refund if canceled within 24 hours of the tour

Instant confirmation

Your booking is confirmed immediately after checkout.

From $75.48 per person

Adult Age 12–99
1
  • Free cancellation
  • Secure checkout with our booking partner

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