Chicago · CYCLING TOURS

The 15 Best Bike Tours in Chicago

21 tours  ·  from $20 a head

Eighteen miles of lakefront trail and a grid you can't get lost on. The 15 below cover the lakefront runs, the food-and-bike hybrids and the neighborhood routes, priced with the bike included.

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

Bike Tour of Chicago's Lakefront Neighborhoods - Starting beside Lake Shore Drive
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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 $59

Explore Chicago’s lakefront, Lincoln Park, Old Town, and Gold Coast by bike on a relaxed 9-mile guided ride with bikes included.

“Our tour director Lou was fantastic. Lou made sure that everyone felt comfortable and his tour was informative and fun. We saw a lot of things on the bike tour that we would have not seen otherwise. Highly recommend.”

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Chicago: Classic Food & Walking Tour with Free Bike or Kayak - The opening bites: pizza, hot dogs, and Italian beef
Canoes & Kayaks, Cycling Tours, Food, Food & Drink, Tour Reviews, Tours, Walking Tours

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

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

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

Taste Chicago classics, stroll downtown landmarks, and add a free bike or kayak rental to this generous three-hour food tour.

“AMAZING! Dylan our tour guide made the day so much fun! The food was amazing and I was so full by the end of the tour but completely satisfied. As a solo traveler I couldn’t rate it anymore.”

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Chicago: Bikes, Bites, and Views Biking Tour - Adults - Pizza, Hot Dogs, Brownies, and Beer
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Chicago: Bikes, Bites, and Views Biking Tour – Adults

Chicago's West Side Foodie Ride Bike Tour - Fulton Market and West Loop: Chicago’s changing food center
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Chicago’s West Side Foodie Ride Bike Tour

7.Chicago’s West Side Foodie Ride Bike Tour

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

Ride beyond downtown Chicago with generous food tastings, neighborhood views, and a small-group bike tour through Fulton Market, Wicker Park, and more.

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

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Chicago Family Food and Bike Tour with Top Attractions - Lakefront Trail and Chicago’s open edge
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Chicago Family Food and Bike Tour with Top Attractions

Chicago Full Day Bike Rental - Millennium Park and the Bean
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Chicago Full Day Bike Rental

9.Chicago Full Day Bike Rental

★★★★★★★★★★5.0 · 49 reviews · 1 day (approx.) · from $29

Rent a bike for a full day in Chicago and ride from Navy Pier to Wrigley Field, with a helmet, lock, and city map included.

“Consiglio vivamente di fare l’esperienza in bici lungo la pista ciclabile del lago. Un metodo per vedere tanto in poco tempo. Abbiamo sfruttato appieno la giornata, grazie alle bici. I nostri figli 14 e 12 anni felicissimi. Visitato tutti i parchi lungo il lago senza grossi sforzi.”

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Chicago: Ultimate City Attractions Bike Tour - The lakefront start at 540 N Lake Shore Drive
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Chicago: Ultimate City Attractions Bike Tour

10.Ultimate City Attractions Bike Tour

★★★★★★★★★★4.9 · 48 reviews · 3 hours · from $59

Cycle Chicago’s lakefront, Millennium Park, Museum Campus, Buckingham Fountain, and Northerly Island on a family-friendly 3-hour tour.

“una experiencia infaltable para conocer la ciudad! nuestra guía muy simpática y nos contaba parte de la historia de l ciudad super recomendable lo volvería hacer”

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Chicago: Full-Day or Half-Day Bike Rental - Choosing Between Four Hours and a Full Day
Bike Rentals, Cycling Tours, Full-Day, Half-Day, Rental Bikes, Scooter Rentals, Tour Reviews

Chicago: Full-Day or Half-Day Bike Rental

11.Full-Day or Half-Day Bike Rental

★★★★★★★★★★4.4 · 22 reviews · 1 day · from $23

Rent a bike near Navy Pier and shape your own Chicago sightseeing day along the lakefront, Lincoln Park, Millennium Park, and Museum Campus.

“inadmissible il a fallu payer 20$ supplémentaires pour pouvoir récupérer les vélos car il y avait un équipement enfant dans la location alors qu’on en voulait pas pourquoi payer plus ???? sur le bon de réservation on avait jusqu’à 17h pour les restituer mais sur place l’heure était passée à 14h donc nous ne passerons plus par votre site avec Viator cela n’est jamais arrivé”

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Chicago: Westside Food Tasting Bike Tour with Guide - Starting in River North and crossing the Chicago River
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Chicago: Westside Food Tasting Bike Tour with Guide

12.Westside Food Tasting Bike Tour with Guide

★★★★★★★★★★4.8 · 16 reviews · 4 hours · from $99

Bike through Chicago’s West Side, tasting pierogis, tacos, burgers, beer, sweets, murals, architecture, and Lake Michigan views.

“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!!!”

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Chicago Lakefront Electric Bike Tour - Navy Pier: Ten Minutes by the Water
Cycling Tours, E-Bikes, Lake Michigan Cruises, Tour Reviews, Tours

Chicago Lakefront Electric Bike Tour

13.Chicago Lakefront Electric Bike Tour

★★★★★★★★★★4.5 · 16 reviews · 45 minutes to 1 hour (approx.) · from $69

Explore Chicago’s lakefront by private e-bike, with Navy Pier, Sue, skyline views, Buckingham Fountain, and guide Anthony.

“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”

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Chicago Half-Day Bike Rental - Riding beside Lake Michigan
Bike Rentals, Cycling Tours, Half-Day, Rental Bikes, Scooter Rentals, Tour Reviews

Chicago Half-Day Bike Rental

15.Chicago Half-Day Bike Rental

★★★★★★★★★★5.0 · 10 reviews · 4 hours (approx.) · from $19Best value

Explore Chicago by bike for four hours with a helmet, lock, and map, from Lake Michigan and Navy Pier to Lincoln Park and Museum Campus.

“Very fun family friendly activity on lake Michigan’s waterfront. Easy to find Bobby’s bike hike. Easy path for all types of riders.”

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