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.

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

“We were lucky enough to have a small group- so it was like a personal tour. Saw the aquarium, planetarium, waterfront, parks…The guide was very patient with showing me how to use the Segway as well.”

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6.Amazing Lakefront Segway Tour of Chicago

Discover Chicago's lakefront on a guided Segway tour for an engaging, fun, and informative way to see iconic sights with friendly guides and stunning views.

★ 4.7

“Outstanding tour. Our guide was the best! Could not recommend higher! Very fun and knowledgable and went out of his way to make the tour fun!”

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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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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

“Lucious and his coworker were both fantastic. The tour was so much fun!!!! Getting around by Segway was a different much earlier way of seeing a ton of stuff in the city. Thanks so much guys we loved it ❤️”

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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

“We had a great time on this tour. It ended up being just our family which made it more intimate. Our host was great. Taking pictures for us and sharing her knowledge of Chicago. We would do this tour again!”

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12.Chicago: Gangsters, Ghosts, and Haunted Hotels Segway Tour

Explore Chicago's haunted history on a 2-hour Segway tour, visiting ghostly sites, gangsters' haunts, and chilling tales with expert guides.

★ 4.4

“Unable to complete the tour. My companion didn't feel safe using the Segway. The staff was very helpful and good at teaching though. The staff was very nice and patient.”

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