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.

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

“Colton and Will were friendly and jovial. We were the only guests so we had our own private tour with Colton which was pretty cool to get all of his attention.”

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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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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

“Marty was an excellent guide. He taught us to ride the Segways very well and was patient with us through busy streets. We had a great time!”

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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

“An amazing time. Tammie is the best of the best. The experience is one of a kind. We felt very safe with her n she constantly communicated with us of hazards etc.!! This is a must do activity!!!”

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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

“The guide,Andre, was very knowledgeable and fun. Saw lots of interestIng areas and the Segway is very easy to maneuver for pretty much any age”

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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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