Chicago Insider Segway Tour: Uncover Hidden Stories of the City
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Experience Chicago like never before with the Chicago Insider Segway Tour. This 2-hour adventure takes you through the city’s most iconic sights and hidden stories, all while gliding effortlessly on a Segway. Discover the city's fascinating past, from the Chicago Mob and the 1968 Democratic National Convention to innovative breakthroughs that changed history.
As you cruise around Millennium Park, Lakeshore East, and along the Lakefront, your guide will share intriguing tales of Chicago’s elite, political whispers, and quirky legends that most visitors never hear about. It’s a fun, engaging way to see the city’s highlights and uncover its lesser-known secrets.
Designed for all fitness levels, this tour is perfect for adults aged 12 to 99. With thorough training and safety gear provided, you'll feel confident exploring Chicago’s streets while hearing stories that bring the city’s vibrant history to life.
Frequently asked questions
How long is the Chicago Insider Segway Tour?
The tour lasts approximately 2 hours.
What should I bring or wear?
Wear comfortable clothing and closed-toe shoes. Helmets and a bag for personal belongings are provided.
Is the tour suitable for children?
Yes, it's suitable for ages 12 and up, with all fitness levels welcome.
What’s included in the tour?
A professional local guide, live narration, thorough training, helmet, and a bag for your belongings.
Can I cancel if my plans change?
Yes, you can cancel for a full refund if done at least 24 hours before the tour. Cancellations within 24 hours are non-refundable.
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
What's included
Included
- Professional local guide
- Live narration
- Thorough training and orientation
- Helmet and a bag for personal belongings
Not included
- Gratuities
- Food and drinks
Itinerary
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Stop 1
Visit Millennium Park, see Crown Fountains, Cloud Gate, and more.
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Stop 2
Learn about a remarkable building in the city skyline.
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Stop 3
View and hear about the 2020 addition to Chicago’s skyline.
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Stop 4
Stop along the River to hear fascinating stories.
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Stop 5
Discover the history of Navy Pier.
Meeting point & pickup
Meet at the starting point
Tours depart from the Absolutely Chicago Segway Millennium Park / Grant Park office located under the NE corner of Monroe Street and Columbus Drive near Millennium Park (level 2). We recommend parking in the Millennium Park Parking Garage, where we offer a $10 off voucher. After entering, turn left toward Monroe Street, go to level 2, and follow signs to our Lakeside office.
Open in Google MapsCancellation & 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
Instant confirmation
Your booking is confirmed immediately after checkout.
From $64.80 per person
- Free cancellation
- Secure checkout with our booking partner
