Chicago Insider Segway Tour 2 hr - Image 1
Chicago Insider Segway Tour 2 hr - Image 2
Chicago Insider Segway Tour 2 hr - Image 3
Chicago Insider Segway Tour 2 hr - Image 4
Chicago Insider Segway Tour 2 hr - Image 5
Chicago Insider Segway Tour 2 hr - Image 6

Photo 1 / 6

Chicago Insider Segway Tour 2 hr

TourTruth score 7.9 out of 10

GoodTop 18% in Chicago

55 reviews · Rated on 2 providers · How we score

  • Chicago
  • 2 hrs
  • Updated November 2, 2026

Glide through Chicago’s parks and lakefront as a local guide shares surprising stories of the city’s mob, politics, and past.

About this tour

Trade the usual city tour for a glide through Chicago’s stranger, darker, and more surprising stories. On this two-hour Chicago Insider Segway Tour, a local guide leads you through Millennium Park, the Lakeshore East neighborhood, and along the lakefront while sharing tales rarely told.

After a thorough training and orientation session, set off to uncover the city’s past, from stories of the Chicago mob and the 1968 Democratic National Convention to the innovations that changed history. Live narration brings each stop to life as you travel through the city and hear about its elite, politicians, and unexpected characters. A helmet and a bag for personal belongings are provided, so you can focus on the ride and the stories around you.

Discover a different side of Chicago on this Chicago Insider Segway Tour, and leave with a fresh perspective on the city’s history. Reserve your place and get ready to explore Chicago by Segway.

Highlights

  • Glide through Millennium Park, Lakeshore East, and along the lakefront
  • Hear unusual stories about Chicago’s mob, political history, and innovations
  • Explore the city’s forgotten past with a local guide

What's included

Included

  • Professional local guide
  • Live narration
  • Training and orientation session
  • Helmet and Segway bag for personal belongings

Not included

  • Gratuities
  • Food and drinks

Ratings on each provider

The ratings and review counts each booking site shows for this tour.

What reviewers mention

Themes that come up most in this tour's reviews.

Important information

  • Minimum age is 12
  • Riders under 18 must be accompanied by a guardian
  • Riders must weigh between 100 and 260 pounds
  • Not recommended for travelers with poor cardiovascular health
Show 7 more
  • Pregnant travelers cannot participate
  • Riders must stand for the tour and climb and descend stairs without assistance
  • Wear comfortable, closed-toe shoes and dress for the weather; tours operate rain or shine and ponchos are provided if it rains
  • Complete the required waiver before arrival: https://waiver.smartwaiver.com/w/jnbll3fksztkfzutdmzhn8/web/
  • Participants under the influence of drugs or alcohol cannot join and will not receive a refund
  • Departure point: Absolutely Chicago Segway Millennium Park/Grant Park office, level 2 beneath the northeast corner of Monroe Street and Columbus Drive
  • Millennium Park Garage parking is suggested; a $10-off voucher is available subject to garage rules

Frequently asked questions

How long is the tour?

The Segway tour lasts 120 minutes.

What is the minimum age?

Riders must be at least 12 years old. Anyone under 18 must be accompanied by a guardian.

Are there weight requirements?

All riders must weigh between 100 and 260 pounds.

Does the tour run in the rain?

Yes. Tours operate in all weather, and ponchos are provided if it rains.

Where does the tour depart from?

Meet at the Absolutely Chicago Segway Millennium Park/Grant Park office on level 2 beneath the northeast corner of Monroe Street and Columbus Drive.

How this score is calculated

This tour scores 4.90 on Viator and 5.00 on GetYourGuide. Ratings on these sites cluster near the top of the 5-star scale, so we compare each one with all other ratings on the same site before combining them.

How the score works and rating distribution in Chicago
  • Each provider rating is turned into a percentile: the share of that provider's ratings it beats, weighted by review counts.
  • Listings on different providers are combined in proportion to their review counts.
  • Tours with few reviews are pulled toward the average until more reviews come in, so a handful of perfect reviews can't top the list.
  • The result is shown from 0 to 10: this tour scores 7.9. Top 18% in Chicago means it ranks in the top 18% of tours in Chicago by this score.

Provider rating distribution in Chicago

How many tours in Chicago have a provider rating at or below each value. The dashed line is this tour.

  • GetYourGuide
  • Viator

More Sightseeing Tours & Cruises in Chicago

from $72

on Viator · GetYourGuide

Check availability