Best Chicago Segway Tours & Live Prices (2026)

2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's most popular destinations with an experienced guide. We will glide through scenic and historic downtown Chicago and explore the beautiful Grant Park, around the Buckingham Fountain, near the Museum Campus and near the lakefront. Or take our Riverwalk tour to explore the Chicago River to view Navy Pier and famous Chicago bridges, traveling up historic Michigan Avenue and passing by Millennium Park. No matter which tour you choose, it will be a memory lasting a lifetime!

Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a scenic 6-8 mile Chicago Segway tour. Glide effortlessly through the fragrant garden paths of Grant Park to marvel at the iconic Buckingham Fountain. Enjoy the breeze as you explore the city's top attractions along the Chicago lakefront, including Museum Campus, with stops near Shedd Aquarium, Field Museum, and the historic Soldier Field, home of the Chicago Bears. This guided Segway tour offers a perfect blend of sightseeing and adventure, providing an unforgettable way to experience Chicago's most popular tourist spots that's great for locals and out of towners!

Looking for fun things to do in Chicago? Explore the city with one of our professional guides on a scenic 6-7 mile tour. Begin your adventure by gliding through the fragrant garden paths of Grant Park, where you'll admire the iconic Buckingham Fountain. Feel the breeze as you effortlessly explore the city's most popular attractions along the Chicago lakefront. Visit the renowned Museum Campus, home to the Shedd Aquarium, the Field Museum, and the historic Soldier Field, home of the Chicago Bears. This guided tour offers an unforgettable sightseeing experience, perfect for both tourists and locals. To ensure a personalized experience, we keep our group sizes small, with only 8-10 guests per tour. Join us for an intimate journey through Chicago's top attractions.

Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have the experience of a lifetime!

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city through the lens of the Chicago Syndicate, hear the whispers of the city’s elite (or politicians), and be entertained by stories that are rarely told. You’ll think “No, really I never would have known!” Glide around Millennium Park, through the new neighborhood of Lakeshore East, and along the Lakefront as we unveil Chicago’s forgotten past in two hours! Your imagination will come alive as you hear stories of the Chicago Mob, the truth behind the 1968 Democratic National Convention, innovations that changed history, and so much more!

Looking for a unique Chicago tour? Glide into the city’s dark past with our unique Segway tour, where ghosts, gangsters, and true crime come to life. Cruise to eerie sites like the Iroquois Theater Fire, one of the deadliest disasters in U.S. history. Ride past Marshall Field’s, where ghostly sightings have been reported.. No gangster tour is complete without The Outfit’s underworld. Roll past mob-run speakeasies & the site of Antonio Lombardo’s brutal assassination. Hear chilling tales of Capone’s rule, secret tunnels, and crime scenes that shaped Chicago. This spine-tingling tour is perfect for ghost hunters, gangster buffs, and true crime fans. Tour Highlights: Visit haunted sites like the Iroquois Theater Fire & Marshall Field’s Hear eerie ghost stories from Chicago’s most famous haunted locations Learn about Al Capone, The Outfit, and Chicago’s most infamous gangsters Book Now to explore Chicago’s haunted history and gangster legends on this thrilling Segway adventure!

See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour. You haven't seen Chicago until you have seen it at night while gliding through the park & lakefront on a Segway PT. View Buckingham Fountain's romantic evening light show with the illuminated skyline as a backdrop. This evening fireworks tour glides along the lakefront to our secret spot for watching Navy Pier's Fireworks display. It's difficult to decide which is more spectacular — the fireworks or the Chicago skyline in its evening splendor! A perfect family activity, this is one of our most fabulous Chicago Segway tours.

Ease into the evening with a relaxing glide through the parks and lakefront in Chicago. This evening ride offers cooler temperatures and beautiful sunset views as well as views of Chicago's world-famous skyline and graceful lakefront. This segway tour departs near Millennium Park as dusk arrives and passes sights like Buckingham Fountain, Chicago’s majestic lakefront, and the Museum Campus.