CHICAGO · CYCLING TOURS

5 Chicago Cycling Tours to Book This Year

5 rides  ·  from $59 a head

This is the shortlist you would send a riding friend: 5 chicago cycling tours worth the money, each with its price, its distance and the one thing to know before you commit.

Bikes, Bites & Views: Chicago's Signature Dishes Bike Tour-Adults - Day route: Lincoln Park, Wrigleyville, and the lake
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Bikes, Bites & Views: Chicago’s Signature Dishes Bike Tour-Adults

Bike Tour of Chicago's Lakefront Neighborhoods - Lake Michigan and the Lakefront Trail
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Bike Tour of Chicago’s Lakefront Neighborhoods

2.Bike Tour of Chicago’s Lakefront Neighborhoods

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

Ride 9 miles along Chicago’s lakefront through Lincoln Park, Old Town, Gold Coast, beaches, and quiet neighborhoods with a local guide.

“Very good experience. Even with the heavy rain, the bike tour was maintained. It was great. Dan was our guide, the explanations were great. Thanks Dan !”

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Chicago's Ultimate City Bike Tour - Starting at Bobby’s Bike Hike on Lake Shore Drive
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Chicago’s Ultimate City Bike Tour

3.Chicago’s Ultimate City Bike Tour

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

Review of Chicago’s Ultimate City Bike Tour, with lakefront views, major sights, guide tips, pricing, safety, and booking advice.

“Meredith was the bomb? She knew the city like the back of her hand. She followed the safety precautions and made sure we kept up with everyone in our group. 10/10 recommend”

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Chicago: Classic Food & Walking Tour with Free Bike or Kayak - Starting with deep dish and Chicago food rules
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Chicago: Classic Food & Walking Tour with Free Bike or Kayak

Chicago Family Food and Bike Tour with Top Attractions - Starting along the Lake Michigan shoreline
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Chicago Family Food and Bike Tour with Top Attractions

5.Chicago Family Food and Bike Tour with Top Attractions

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

Ride Chicago’s lakefront, parks, and landmarks while tasting deep dish, hot dogs, Italian beef, and gelato on a four-hour family tour.

“We took our grandsons, ages 11 and 13, on the Chicago City and Food Tour. There were 8 others who joined our group. Joe was our guide and was great with the kids! We saw a lot of sights and sampled Chicago style pizza, hot dogs, and gelato. Overall, a great experience. The kids loved it and want to do it again which says it all!!”

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