Chicago · CYCLING TOURS
22 tours
Eighteen miles of lakefront path make Chicago one of the easier big cities to see from a saddle. These bike tours cover the lakefront run, the neighbourhood loops and the food routes, with distances, bike hire included or not, and prices.
Chicago bike tour tasting dogs, deep dish, pizza and sweets. Ride 13 miles through neighborhoods and lakefront, with beer upgrade available.
“This far exceeded my expectations. The food stops were amazing Lous, Mollys, Murphy’s and a hot dog Perfect”
Bike Chicago’s lakefront neighborhoods with a small-group guide, 9 miles of mostly flat riding, plus stops like Lincoln Park Zoo and Old Town.
“Dan was EXCELLENT! The only thing that I would say could be approved upon is the time spent in each location. I would have loved to have spent a little more time in Old Town! Guess I’ll have to go back!”
Bike Chicago's lakefront, Museum Campus, and Grant Park in 3 hours, led by friendly guides with all bikes and helmets.
“Dan was great! He safely guided us through the Chicago masses as the triathlon was happening and provided an overall amazing experience. We went to all the major spots downtown and he showed us amazing views of the city’s skyline! Was also super informative as he talked about the architecture, the Chicago flag and lots more of Chicago's history! 100% recommend to anyone visiting!”
A 3-hour Chicago food and walking tour with 5 classic bites plus free 2-hour bike or kayak rental along Lake Michigan.
“Our guide Jeff was incredibly knowledgeable, not only about the food we tried but about the history of the city, as well as the architecture. Jeff kept things moving and very upbeat throughout! I would rate Jeff as a five star guide! My husband and I just finished a two week tour of Greece and had many great guides during that time but Jeff was by far the best! Thank you Jeff from Rob and Shannon.”
Adults-only bike tour in Chicago with pizza, hot dogs, brownies, and beer, plus lakefront views, Wrigley Field by day, fountains at night.
“I liked; quality of bikes group size Chicago Deep Pan Pizza and Beer Tasting Nazy Pier Visit Speed tour was conducted at Lillian our tour guide who was brilliant”
A 3-hour Chicago bike tour through Lincoln Park, Old Town, the lakefront, and the Gold Coast, with a guide and helmet included for $59.
“Great way to see the city, learn some history and get some exercise”
Chicago West Side Foodie Bike Tour: small-group ride with big tastings, neighborhoods like Wicker Park and Ukrainian Village, optional beer.
“This trip was incredible. What a wonderful way to visit some of the neighborhoods of Chicago and experience some of the cuisine. Our guide Tryfon was excellent. He was very engaging and always made sure the group was together and safe. I highly recommend this trip!”
Ride Chicago’s top lakeside sights and parks, then eat classic deep-dish and hot dog favorites on a guided family bike tour.
“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.”
Full-day bike rental in Chicago with helmet, lock, map, and a flexible route from Navy Pier to Millennium Park and more.
“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.”
Ride Chicago’s lakefront by bike. Millennium Park sculptures, Buckingham Fountain, Northerly Island, Museum Campus, skyline views in 3 hours.
“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!!”
Rent a bike in Chicago near Navy Pier, get a helmet and map, and pedal the lakefront or neighborhoods at your own pace for $23.
“Tutto molto bello. Peccato che l’orario di chiusura è alle 18:30 e non alle 20:00 come indicato nella descrizione.”
Ride Chicago’s West Side by bike for 4 hours of pierogis, tacos, burgers, craft beer, and big-city views along the 606 and Lakefront Trail.
“Joe was an amazing guide: professional, fun, engaging. The bikes were perfectly maintained! The route was lovely and the food was awesome (I appreciate the focus on smaller awesome non-chain vendors… we even happened to meet two owner!)”
Private Chicago lakefront e-bike ride with helmets and a guide, hitting Navy Pier, Field Museum, Adler, and Buckingham Fountain for $69.
“Conflicting directions on the app for where to arrive and meet up. One address was a parking garage. The description said to find them near the Buckingham fountain; which was not near the 411 E Erie St meeting place. Yes, I went to both places and back to the first place about 12:50 to find no bikes or group or indication of a bike ride. Thus, I requested a full refund which I hope was granted. I have used Viator for many excursions and this was a famous first. Instead of accepting the confusion of two different sets of directions of where to meet up; I was found at fault…”
Casual Chicago lakefront bike tour from Millennium Park to Navy Pier and North Avenue Beach, with bikes and an expert guide.
“Thanks for being my fantastic guide, dear Nora. I really enjoyed the bike tour.”
Rent a bike for about 4 hours in Chicago, with helmet, lock, and map to cruise Navy Pier, The Bean, Lincoln Park, and more.
“Very fun family friendly activity on lake Michigan’s waterfront. Easy to find Bobby’s bike hike. Easy path for all types of riders.”
