Category Chicago Bike & Segway Tours

Chicago · CHICAGO BIKE & SEGWAY TOURS

The 15 Best Chicago Bike & Segway Tours

18 reviewed

The lakefront trail is flat, paved, and lined with skyline the whole way. The best bike and Segway tours are below, with the routes they roll (lakefront, the parks, the Loop), how far you ride, whether e-bikes are on offer, and what each costs.

Bikes, Bites & Views: Chicago’s Signature Dishes Bike Tour-Adults

Bikes, Bites & Views: Chicago's Signature Dishes Bike Tour-Adults - Meeting point and pacing: how the 4.5 hours actually feel

1.Bikes, Bites & Views: Chicago’s Signature Dishes Bike Tour-Adults

★★★★★★★★★★5.0 · 732 reviews · 4 hours 30 minutes (approx.) · from $89Our pick

Chicago’s 13-mile bike-and-food tour with deep-dish, Chicago dogs, brewery tastings, and famous sights, day or night.

“I had an afternoon to myself and live the outdoors so I booked the 4 hr bike, bites, and brews tour. I had a great time and was completely comfortable doing this tour by self as the guide was great and others in the group very friendly. Not overly strenuous at all, just a decent ride with plenty of stops to learn about Chicago.”

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2-Hour Guided Segway Tour of Chicago

2-Hour Guided Segway Tour of Chicago - Meeting at 2 E 8th St: Training, Gear, and Getting Oriented

2.2-Hour Guided Segway Tour of Chicago

★★★★★★★★★★5.0 · 442 reviews · from $65

A fun, small-group 2-hour Segway tour of downtown Chicago. Learn the stories behind top sights like Millennium Park and the lakefront.

“The route was scenic, with a balanced mix of flat and sloped segments, which is great for beginners like us. Mike is a terrific guide, sharing with us lots of interesting histories and highlights of Chicago.”

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2-Hour Chicago Lakefront & Museum Campus Segway Tour

2-Hour Chicago Lakefront & Museum Campus Segway Tour - Stop-by-Stop: What You’ll See and Why It Works

Bike Tour of Chicago’s Lakefront Neighborhoods

Bike Tour of Chicago's Lakefront Neighborhoods - The ride plan: about 9 miles at a leisurely pace

4.Bike Tour of Chicago’s Lakefront Neighborhoods

★★★★★★★★★★5.0 · 241 reviews · 3 hours (approx.) · from $59

Ride Chicago’s lakefront neighborhoods on a small-group 3-hour tour with bikes and helmets, hitting Lincoln Park, Gold Coast, and Old Town.

“Fran the guide was knowledgeable of the city, pleasant and kind. The weather was windy, rainy at time but the red was enjoyable .”

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Chicago’s Ultimate City Bike Tour

Chicago's Ultimate City Bike Tour - Museum Campus hits: Field Museum area and the classic museum skyline

5.Chicago’s Ultimate City Bike Tour

★★★★★★★★★★5.0 · 233 reviews · 3 hours (approx.) · from $59

Ride Chicago’s lakefront and museum campus on mostly car-free bike paths, hitting iconic parks, art, and major sights in 3 hours.

“Bike trip was lots of fun, tour guide was great and made the trip worthwhile. It rained part way through our trip but the guide had ponchos for everyone!”

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Chicago Landmarks & Museum Campus Small Group Segway Tour

Chicago Landmarks & Museum Campus Small Group Segway Tour - Grant Park and Buckingham Fountain: the quick Chicago postcard

6.Chicago Landmarks & Museum Campus Small Group Segway Tour

★★★★★★★★★★5.0 · 230 reviews · 2 hours (approx.) · from $70

Glide past Chicago’s icons on a small-group Segway tour, hitting Grant Park, Museum Campus, and Lake Michigan skyline photos in 2 hours.

“Marshall was an awesome guide! He had us trained and on the go quickly, and he made the experience so much fun! We learned lots of interesting history about the city and sailing along Lake Michigan on the segways was a blast. I would give this tour a 5-star review!!!! If you’re hesitant, or worried that you won’t be able to do it, or fear the tour might be too long — just do it! It’s easy and very memorable!”

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Chicago: Lakefront and Museum Campus Segway Tour

Chicago: Lakefront and Museum Campus Segway Tour - Getting started at Columbus Drive and Monroe: orientation that reduces nerves

7.Lakefront and Museum Campus Segway Tour

★★★★★★★★★★4.9 · 147 reviews · 2 hours · from $75

Glide Chicago’s lakefront by Segway past Buckingham Fountain, the skyline, and the museum campus in a 2-hour small group tour.

“Excellent! Fun way to see the parks downtown. Great history and corny jokes😀. Jeremy was fun and playful and entertaining.”

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Lakefront Segway Tour in Chicago

Lakefront Segway Tour in Chicago - Segway training that helps real first-timers feel steady

8.Lakefront Segway Tour in Chicago

★★★★★★★★★★4.5 · 145 reviews · 1 hour 30 minutes (approx.) · from $75

Chicago Lakefront Segway Tour: 90 minutes of guided training and small-group cruising past the Field Museum, Grant Park, and Lake Michigan.

“The Segway tour was a fun way to get around and see things. Our guide just led the way, there really wasn’t any of the typical tour guide stories of history. Our guide tried tell a few stories, but followed his story with I think that’s how it happened 😂 Overall the Segway’s were fun!”

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Chicago: Classic Food & Walking Tour with Free Bike or Kayak

Chicago: Classic Food & Walking Tour with Free Bike or Kayak - Where You Start: Two Downtown Meeting Options

Chicago: Bikes, Bites, and Views Biking Tour – Adults

Chicago: Bikes, Bites, and Views Biking Tour - Adults - Daytime vs nighttime: Wrigleyville or Buckingham Fountain

10.Bikes, Bites, and Views Biking Tour – Adults

★★★★★★★★★★4.9 · 141 reviews · 4h 30m · from $89

A 4.5-hour adults-only bike tour with Chicago’s top pizza, hot dogs, brownies, and beer, plus day sights at Wrigley or night at Buckingham.

“"The tour of Chicago was awesome. Greg, our guide, knew so much and was super fun to be around. He told us all these cool stories about the city that made everything really interesting. Greg was also really attentive, always checking in to make sure we were okay and answering all our questions. His love for Chicago was contagious, and by the end of the tour, we all felt like we had a new appreciation for the city."”

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Amazing Lakefront Segway Tour of Chicago

Amazing Lakefront Segway Tour of Chicago - Millennium Park to Grant Park: your skyline intro from the best seat

11.Amazing Lakefront Segway Tour of Chicago

★★★★★★★★★★4.7 · 133 reviews · 1h 30m · from $65

A 90-minute Chicago lakefront Segway tour with quick training, Millennium Park and Grant Park stops, and skyline views by Lake Michigan.

“A perfect way to see some of the best sights of the city!! Vincent our tour guide was energetic and very knowledgeable!!”

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Chicago: Lakefront Neighborhoods Bike Tour

Chicago: Lakefront Neighborhoods Bike Tour - From the Lake to Lincoln Park: Zoo Area to the Hefner Stop

12.Lakefront Neighborhoods Bike Tour

★★★★★★★★★★4.9 · 123 reviews · 3 hours · from $59

Ride Chicago’s lakefront neighborhoods in 3 hours with a guide, bike, and helmet for $59, hitting Lincoln Park, Old Town, and the Gold Coast.

“Jay was our guide and he was the best guide I’ve had!!! Very knowledgeable and personable! Absolutely loved this!”

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Chicago’s West Side Foodie Ride Bike Tour

Chicago's West Side Foodie Ride Bike Tour - Meeting point, start time, and the practical ride pace

13.Chicago’s West Side Foodie Ride Bike Tour

★★★★★★★★★★5.0 · 112 reviews · 4 hours (approx.) · from $99

Bike Chicago’s West Side on a small-group food tour with generous tastings, lakefront views, and neighborhood stories.

“Ardarius was a great guide! Very knowledgeable and fun! We got some exercise, tried some new foods and drinks and had a great time!”

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Chicago Family Food and Bike Tour with Top Attractions

Chicago Family Food and Bike Tour with Top Attractions - The meeting point: start easy at Bobby’s Bike Hike

14.Chicago Family Food and Bike Tour with Top Attractions

★★★★★★★★★★5.0 · 98 reviews · 4 hours (approx.) · from $79

Bike Chicago’s top sights and classic bites on a 4-hour family route along the lakefront, parks, Riverwalk, and more.

“never went on bike tour, was notified evening prior that tour guide got sick offered a walking tour and wasn't really compensated the difference of over 100$, was offered a couple of 6oz beer drinks. requested the vegetarian option but didn't expect to pay that much for an order of fries!”

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Chicago Insider Segway Tour

Chicago Insider Segway Tour - Meeting Point and Timing: How to Avoid the Usual Morning Rush

15.Chicago Insider Segway Tour

★★★★★★★★★★5.0 · 52 reviews · 2 hours 20 minutes (approx.) · from $72

Glide through Millennium Park and the Chicago Lakefront on a small-group Segway tour with training, helmets, and live stories, in about 2.5 hours.

“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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