Chicago Bike Tours: The 5 Best Rides

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

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

Ride about 13 miles through Chicago with a local guide, stopping for deep dish pizza, a Chicago dog, bakery treats and optional craft beer. Day and night routes differ, with highlights ranging from Wrigley Field and Lincoln Park to Millennium Park and the Riverwalk. Minimum age is 16.

“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.Bike Tour of Chicago’s Lakefront Neighborhoods

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

Ride at a relaxed pace from Lake Shore Drive through Lincoln Park, Old Town, Gold Coast, and North Avenue Beach. You’ll see St. Michael’s Church, Lake Michigan, the zoo, and grand homes while guides such as Liam, Dan, Lou, and Jamal add local stories. Bikes and helmets are included.

“Get there half an hour early very informative. Stopped in 5 neighborhoods. Each one had its on vibe. Got to see the Lincoln Park zoo, and at the end rode on lake shore drive and saw great views of Lake Michigan”

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3.Chicago’s Ultimate City Bike Tour

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

Cover Chicago’s Museum Campus, Lake Michigan shoreline, Grant Park, Millennium Park, and the Loop by bike in about three hours. Guides such as Dan, York, AJ, Meredith, and Nic lead a mostly flat ride with history, skyline views, and frequent stops. Bikes and helmets are included.

“Isfun , is also historical and get to know some parts of the city that you would not have visited on your own .”

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4.Classic Food & Walking Tour with Free Bike or Kayak

★★★★★★★★★★4.9 · 145 reviews · 3 hours · from $84

Walk downtown with a certified local guide and taste deep dish, a Chicago dog, Italian beef, brownie or gelato, and Garrett’s popcorn. You’ll see the Riverwalk, Millennium Park, Cloud Gate, the Loop, and more, then use your included two-hour bike or kayak rental within three days.

“The tour was fantastic and led by Joe, who was a well informed and engaging guide. The food we sampled was great, and represented Chicago at it's best. Could not recommend this tour highly enough.”

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5.Chicago Family Food and Bike Tour with Top Attractions

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

Ride roughly nine miles through Chicago with a guide such as AJ, Joe, Paul, or Brooke, stopping for deep-dish pizza, a Chicago hot dog, Italian beef, and other samples. You’ll cover the lakefront, Gold Coast, parks, Riverwalk, Millennium Park, Grant Park, and Navy Pier in about four hours.

“My granddaughter and I enjoyed every minute of our bike tour. Josie, our guide, was the greatest. She was encouraging and kind with a 72 year old man and his 10 year old grandchild. She had tremendous knowledge of the city and became a best friend to my granddaughter. I felt safe despite some initial apprehension about riding a bike in the city. It was without a doubt the best experience we had in Chicago.”

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