Chicago · CYCLING TOURS
Eighteen miles of lakefront path, no cars, flat the whole way. The 15 rides below cover the lakefront, the neighbourhoods and the food-stop routes, with distances, bike included or not, and prices.
Guided bike tour with Chicago dog, deep-dish pizza, dessert, and beer add-on, plus scenic stops from Wrigleyville to the lake.
“The best way to see the city. Food and history amazing. Many Cicago bucket list items satisfied. Tried electric bikes. Staff amazing. Very helpful. Everyone should experience this. Thank you all. Blessings always.”
A small-group, 3-hour bike ride through Chicago’s North Side lakefront, Lincoln Park, Gold Coast mansions, and Old Town history.
“Excellent neighborhood exploration. Been to Chicago many times but have never seen the places we rode to. Very informative! Liam was our very flexible guide as 1/2 way through it began to lightening with torrential rain!! We made it back wet but safe. Highly recommend!”
A 3-hour Chicago bike tour from the Lakefront Trail to Millennium Park, plus Museum Campus stops. Bikes and helmet included for $59.
“Great ride! Would do it again! Better than a boat tour! We both enjoyed it and learned a lot! They even had a trainee who was on her second day but was super knowledgeable as well!”
3-hour Chicago food walk with 5 iconic bites, downtown landmarks, and a free 2-hour bike or kayak rental for $84.
“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.”
Bike Chicago’s top neighborhoods while you eat Chicago classics, from deep-dish pizza to brownies and hot dogs, with day Wrigley views or night fountains.
“We had a ton of fun. Great way to see the city and great food and beers!”
Ride Chicago’s North Side on a 3-hour bike tour past Lincoln Park Zoo, Old Town, lakefront beaches, and Gold Coast mansions for $59.
“Nick was great. Perfect mix of biking and history.”
A small-group bike tour through Chicago’s West Side with guided neighborhood stops and tastings that add up to lunch.
“We ran late and we're ever so grateful that they let us get our bikes and meet up with the tour guide at one of the stops. Tour guide was Great! The biking was a beautiful scenery. It was hard to hear the history from the guide at times because your on a bike :) Do it if you want the experience and knowledge of bike riding in Chicago. If you want more food history, I would recommend a walking food tour. It was still great fun! Thanks!”
Chicago family bike tour with food tastings, top sights, lakefront beaches, Millennium Park, Riverwalk, deep dish and hot dogs for $79
“never went on bike tour, was notified evening prior that tour guide got sick offered a walking tour and wasn't really compensated the difference of over 100$, was offered a couple of 6oz beer drinks. requested the vegetarian option but didn't expect to pay that much for an order of fries!”
Rent a bike for a full day and cruise Chicago’s lakefront and top sights. Helmets, lock, and maps included, self-paced.
“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.”
A 3-hour bike tour along Chicago’s lakefront, from Millennium Park sculptures to Buckingham Fountain and Northerly Island nature.
“A great and amazing bike tour!! A super nice guide. Thanks you so much! :)”
Chicago bike rental with helmet, lock, and map. Ride Lakefront Trail or Lincoln Park on hybrid, road, or e-bike options.
“Tutto molto bello. Peccato che l’orario di chiusura è alle 18:30 e non alle 20:00 come indicato nella descrizione.”
Chicago Lakefront e-bike tour for a private ride on comfy electric bikes, with helmets and stops at Navy Pier, Field Museum, Adler, Buckingham Fountain.
“We booked this activity through trip advisor. Received my booking confirmation notifications, etc. We reported to the Buckingham Fountain meeting area at the specified time and found no bike station or tour representative. Called representative phone number a few times and finally made contact with Anthony(?), who apologized and reported that no one was available to give the tour. He stated that their operation was shut down for that week and that Viator should not have assigned us a tour for that date. He offered other options with other vendors, but since we were spending our last hours in Chicago, this was of no value to us. He did offer…”
4-hour West Side food bike tour from River North, tasting pierogis, torta, ice cream and more, plus Lakefront and 606 trail views.
“Great guide (Lew). The food at the stops where ok at most. I have done food tours all over the world and this was among the worst. Would have liked less biking and more information. (Although biking was fun and safe). Only 4 stops in entire city.”
Chicago Amazing Lakefront Bike Tour on a casual 8-mile loop. Beaches, zoos, lagoons, and pier views with bike rental for $39.
“We had no tour since they didn’t have our booking in their system.”
Chicago half-day bike rental with helmet and lock. Cruise Lake Michigan, hit Navy Pier and Millennium Park, then return in 4 hours.
“Very fun family friendly activity on lake Michigan’s waterfront. Easy to find Bobby’s bike hike. Easy path for all types of riders.”
Every kind of day out in the city, and the best of each.
