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

“Our guide, Michael, was very informative and appeared to really enjoy his job. Waited patiently for our friends who were lost and did not take away from our time. Would definitely recommend this tour.”

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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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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

“The segways were also fun . Ivy was very knowledgeable had an awesome time. Easy to find great views”

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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 a fabulous guide! He took the challenges of Chicago Marathon weekend in stride and ensured our large group had a GREAT time! Thank you from the bottom of our bucket list ❤️”

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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

“The moon over the Fountain. The fountain, changing color and heights and the moon just overstriing everything.”

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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

“Great way to get around! We really had a ton of fun and riding the scooter was not at all difficult. The guide was knowledgeable and fun.”

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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

“Wow, this was pretty great. Ended up just being two of us with our guide, Tammy. She gave us a lot of great details and left us wanting more. The city was really pretty at night and she helped us navigate effortlessly. Would highly recommend.…”

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