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

“The segway tour is a great way to see the downtown and some areas and history you maybe wouldn't know about. Greg was a very knowledgeable guide.”

Check Availability →Read our full review →

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

“Tammy was a wonderful guide! I was nervous because I had never done anything like this before but she was patient and helpful and we all caught on quickly! We had a blast and have already signed up to do another one on our next…”

Check Availability →Read our full review →

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

“Jeremy was fun and patient in teaching us on how to drive the Segway. I had so much fun. Love his humor. The direction to the meeting point was very clear.”

Check Availability →Read our full review →

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 had a great time doing Segway in Chicago. Our guide Marty was very helpful in giving instructions and training. We were able to see a lot of iconic Chicago”

Check Availability →Read our full review →

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

“We had the BEST guide “Party” Marty. He took good care of us and provided interesting stories of the places we visited. He took good care of Tay and really special care of Gmom lol. (Hope his sunburn is better) It was our first Segway…”

Check Availability →Read our full review →

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”

Check Availability →Read our full review →

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 were stuck in traffic and in danger of being late to the tour but the guides and staff were super nice and promised to make sure we were not disappointed. We did manage to arrive in the nick of time so no accomodation was…”

Check Availability →Read our full review →

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.”

Check Availability →Read our full review →

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.”

Check Availability →Read our full review →