Chicago

12 Best Chicago Segway Tours

The glides along the lakefront: museum-campus loops, skyline viewpoints from the harbor path and small-group runs that cover five walking-hours in two. The lakefront trail was made for exactly this much effort.

1.2-Hour Guided Segway Tour of Chicago

Discover Chicago’s top sights on a 2-hour guided Segway tour. Enjoy scenic views, expert guides, and a fun, active way to explore the Windy City.

Most Popular★ 5.0

“Mike was a great guide!! His instructions were clear, we felt comfortable on the segways right away. Mike's stories were interesting and funny. He took us to some really cool spots. We'll do this again!”

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2.2-Hour Chicago Lakefront & Museum Campus Segway Tour

Discover Chicago's iconic sights on a 2-hour Segway tour along the lakefront and Museum Campus, led by friendly guides, with stunning skyline views.

★ 5.0

“Our guide was Micheal, and he was so fun to have as our guide. He was patient and that was great considering it was our first time riding. I would definately do it again! We went on a quiet Monday, there were not alot of…”

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3.Chicago Landmarks & Museum Campus Small Group Segway Tour

Explore Chicago's top landmarks on a 2-hour small-group Segway tour, cruising along Lake Michigan and the Museum Campus with expert guides.

★ 5.0

“Excellent tour! It was so much fun riding around on a Segway to see the sights. Colton was an excellent Segway teacher and tour guide. I highly recommend this tour and the smaller group.”

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4.Chicago: Lakefront and Museum Campus Segway Tour

Discover Chicago’s iconic lakefront and museums on a fun, 2-hour Segway tour. Glide past Buckingham Fountain, the skyline, and Grant Park with expert guides.

★ 4.9

“We had a great couple of hours with a very energetic and knowledgeable Tammy (Tour Guide) and saw a small part of Chicago we wouldn’t have seen. Highly recommend this activity.”

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5.Lakefront Segway Tour in Chicago

Discover Chicago’s highlights on a 1.5-hour guided Segway tour along the lakefront, visiting iconic parks, fountains, and skyline views with expert guides.

★ 4.5

“Matt was great. Knowledgeable about the spots in the area. Did a great job training my daughter and keeping tabs on everyone.”

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7.Chicago Insider Segway Tour

Discover Chicago on a fun, small-group Segway tour, visiting Millennium Park, Lakefront, and hidden stories with expert guides—ideal for a quick, memorable city intro.

★ 5.0

“Clark was a great tour guide! Our first time on Segways and he was a great teacher. He was funny and knowledgeable”

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8.Chicago Segway Tour: Haunted Crime & The Outfit

Explore Chicago's haunted past on a 2-hour Segway tour, visiting eerie sites like the Iroquois Theatre fire and the river disaster, all lit up at night.

★ 4.5

“We absolutely loved our Haunted Segway Tour! Our guide, Carrie was really hilarious and made our tour truly memorable. Segway is definitely the best way to see the large variety of interesting sights throughout the city! Such a blast! Highly recommend!!”

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9.Chicago Pier Fireworks Segway Tour

Explore Chicago on a fun, guided 2-hour Segway tour featuring iconic sights, fireworks viewing from a secret spot, and expert guides—ideal for first-timers and families alike.

★ 5.0

“My 15 yr old son & I tried this for the first time & it was so much fun! Our guide Kevin, was good at instruction of the Segways to make sure we felt comfortable riding them, & explaining all the attractions downtown. We got…”

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10.Chicago Sunset Segway Tour

Explore Chicago’s highlights on a 1.5-hour sunset Segway tour, including Millennium Park and Buckingham Fountain, with expert guides and stunning lakeside views.

★ 5.0

“I love Segway tours! This tour took us down by Lake Michigan and got to see the Chicago skyline at sunset. Went by some fountains and other great picture opportunities.”

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