15 Best Bike Tours In Chicago

Bike Tours, Chicago, Cycling Tours, Food & Culinary Tours, Tour Reviews, Tours

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

/ June 4, 2026

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

Ride 13 miles through Chicago on day or night routes, stopping for deep-dish pizza, Chicago dogs, sweets, and optional beer.

Bike Tour of Chicago’s Lakefront Neighborhoods

/ June 4, 2026

2.Bike Tour of Chicago’s Lakefront Neighborhoods

Pedal Chicago lakefront neighborhoods on a 3-hour small-group bike tour with bikes and helmets included, plus free zoo and beach stops.

★ 5.0

“Booking the 10 am tour, we were in a small group of six riders with our leader, Jamal, who was knowledgeable, attentive and sweetly funny. We rode at a very leisurely pace, able to take in our surroundings safely. I especially liked our extended stop to briskly tour the free Lincoln Park Zoo, our time…”

241 reviews3 hours (approx.)From $59.00by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago’s Ultimate City Bike Tour

/ June 4, 2026

3.Chicago’s Ultimate City Bike Tour

A 3-hour Chicago bike tour for $59, riding mostly bike paths along Lake Michigan and major museums, with time for photos and stories.

★ 5.0

“Bike tours are an excellent way to explore new cities/places. Having a great tour guide is important and Meredith is the best. She is knowledgeable, fun and perky! Bikes were in good shape and helmets clean.”

233 reviews3 hours (approx.)From $59.00by Bobby's Bike, Hike & Food Tours - Chicago

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

/ June 4, 2026

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

Bike Chicago’s neighborhoods for pizza, hot dogs, brownies and beer. Day ride to Wrigley Field; night show at Buckingham Fountain light show.

★ 4.9

“Our guide Fran was “frantastic” today as she led us through the streets of Chicago. Most fun part was the Wrigley Field and Murphy Pub stop. Four and a half hours of good stories, tasty foods and delicious beer.”

141 reviews4.5 hoursFrom $89by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Classic Food Walking Tour with Bike or Kayak Rental

/ June 4, 2026

5.Chicago: Classic Food Walking Tour with Bike or Kayak Rental

3-hour guided Chicago classic food walk with deep-dish pizza, hot dogs, Italian beef, brownies, plus free 2-hour bike or kayak rental.

★ 4.8

“Great experience, loved our guide, Gabe! Great way to enjoy a few hours, you won't regret it.”

135 reviewsFrom $80by Bobby's Bike Hike-Chicago Bike, Walking and Food Tours & Bike/Kayak Rental

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Chicago: Lakefront Neighborhoods Bike Tour

/ June 4, 2026

6.Chicago: Lakefront Neighborhoods Bike Tour

Ride Chicago’s lakefront neighborhoods in 3 hours: Lincoln Park Zoo, Old Town, Gold Coast mansions, and beach views with a local guide.

★ 4.9

“Our cycling tour around Chicago with York was the highlight of our stay there, highly recommend this.”

123 reviews3 hoursFrom $59by Bobby's Bike, Hike & Food Tours - Chicago

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Bike Tours, Chicago, Cycling Tours, Food, Food & Culinary Tours, Tour Reviews, Tours

Chicago’s West Side Foodie Ride Bike Tour

/ June 4, 2026

7.Chicago’s West Side Foodie Ride Bike Tour

Ride Chicago’s West Side by bike and eat a lunch’s worth of tastings in small-group neighborhoods like Wicker Park and Ukrainian Village.

★ 5.0

“The Food was delicious. Fun bike ride through the streets of Chicago. Lou was a wonderful and knowledgeable tour guide.”

112 reviews4 hours (approx.)From $99.00by Bobby's Bike, Hike & Food Tours - Chicago

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Bike Tours, Chicago, Cycling Tours, Food, Food & Culinary Tours, Food & Drink, Tour Reviews, Tours

Chicago Family Food and Bike Tour with Top Attractions

/ June 4, 2026

8.Chicago Family Food and Bike Tour with Top Attractions

A 4-hour Chicago bike-and-food tour hitting the lakefront, parks, riverwalk, Navy Pier, and classic tastings like deep-dish pizza.

★ 5.0

“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…”

98 reviews4 hours (approx.)From $79.00by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago Full Day Bike Rental

/ June 7, 2026

9.Chicago Full Day Bike Rental

Rent a bike for a full day in Chicago and chart your own route along the Lakefront Trail to Navy Pier, parks, museums, and Wrigley Field.

★ 5.0

“Peddle fell off 5 miles down cycle path. There was no follow up or compensation from company. Bike trail was great.”

49 reviews1 day (approx.)From $29.99by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Ultimate City Attractions Bike Tour

/ June 7, 2026

10.Chicago: Ultimate City Attractions Bike Tour

Bike Chicago in 3 hours from $59: lakefront skyline, Millennium Park sculptures, Museum Campus and Buckingham Fountain with a guide.

★ 4.9

“Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!”

48 reviews3 hoursFrom $59by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Full-Day or Half-Day Bike Rental

/ June 14, 2026

11.Chicago: Full-Day or Half-Day Bike Rental

Rent a bike in Chicago’s Lakefront area and pedal your own route along Lake Michigan, parks, museums, and iconic neighborhoods.

★ 4.4

“Tutto molto bello. Peccato che l’orario di chiusura è alle 18:30 e non alle 20:00 come indicato nella descrizione.”

22 reviews1 dayFrom $23by Bobby's Bike, Hike & Food Tours - Chicago

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Chicago: Westside Food Tasting Bike Tour with Guide

/ June 17, 2026

12.Chicago: Westside Food Tasting Bike Tour with Guide

Taste Polish pierogis, tacos, burgers and more on a Chicago West Side bike tour, riding the 606 and Lakefront Trail.

★ 4.8

“Excellent tour! The bikes were good and easy to ride; the food was terrific and the tour guide was attentive, funny and knowledgeable. Highly recommend!!!”

16 reviews4 hoursFrom $99by Bobby's Bike, Hike & Food Tours - Chicago

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Bike Tours, Chicago, Cycling Tours, E-Bikes, Tour Reviews, Tours

Chicago Lakefront Electric Bike Tour

/ June 17, 2026

13.Chicago Lakefront Electric Bike Tour

Ride Chicago’s lakefront on an electric bike with a private guide and quick photo stops at Navy Pier, Field Museum, Adler, and Buckingham Fountain.

★ 4.5

“Getting a close view of all attractions in Chicago, while having fun on a electric bike. Our tour guide was great and he even stopped to take photos”

16 reviews45 minutes to 1 hour (approx.)From $69.34by Chicago E-Bikes

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