Top 10 Bike Tours in Chicago

Destination: Chicago.
Discover the unique flavor of our Absolutely Chicago E-Bike Tour. Experience the city's rich history, stunning architecture, and breathtaking views as you pedal along on our state-of-the-art electric bikes. From iconic landmarks to hidden gems, this unforgettable adventure combines adventure, warmth, and loads of fun. Immerse yourself in the vibrant atmosphere of Milton Olive Park, the wonder of Soldier Field, and capture unforgettable photos at the majestic Buckingham Fountain. With flexible routes and a focus on hidden treasures, our tour offers a truly unique and memorable experience through the heart of Chicago.
Known For: Chicago Mountain Bike Tours, Chicago Bike Tours, Chicago Likely To Sell Out, Chicago Small Group, Chicago Likely to Sell Out.
Duration: Around 2 hours.

Destination: Chicago.
Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective riding a bike. Dive into the atmosphere of the city’s movement and combine it with tasting the most delicious and iconic treats of the Chi after whetting your appetite, absorbing the unique beauty of the city. Discover more sights in a shorter time using a bike Get a true taste of the City by the Lake following the tips of a local guide Discover iconic neighborhoods and be entertained with historical insights. Learn about the peculiarities of local cuisine and its origins.
Known For: Chicago Food & Drink, Chicago Spring Break, Chicago Beer & Brewery Tours, Chicago Likely to Sell Out, Chicago Likely To Sell Out, Chicago Walking Tours, Chicago Bike Tours, Chicago Half-day Tours, Chicago Dessert Tours, Chicago Mountain Bike Tours.
Duration: Around 4 hours.

Destination: Chicago.
Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bobbys's Bike Hike, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAdvisor and Top 10 Food Tours in America by USA Today! This 4-hour guided food and bike tour is the perfect way to learn more about Chicago's neighboroods and taste authentic Chicago dishes along the way. You’ll explore the cultural cuisines of historic Fulton Market district, Ukrainian Village, Wicker Park, and Lincoln Park for toffee and ice cream. The tour finishes with a chocolate tasting in Old Town. You’ll learn the history of these beautiful neighborhoods and the tradition behind each of the dishes sampled. Ride through Chicago's gorgeous and unique neighborhoods, plus our legendary Lakefront Trail! There is no better way to explore Chicago than by bike!
Known For: Chicago Culinary Tours, Chicago Half-day Tours, Chicago City Tours, Chicago Likely to Sell Out, Chicago Likely To Sell Out, Chicago Mountain Bike Tours, Chicago Beer & Brewery Tours, Chicago Small Group, Chicago Bike Tours, Chicago Excellent Quality, Chicago Food & Drink.
Duration: Around 4 hours.

Destination: Chicago.
Taste all of Chicago’s classic eats on this 4 1/2 hour guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bike tour company, on this exciting and informative adventure which recently ranked Top 20 in the World by TripAdvisor. The journey is 13 miles (at a leisurely pace) and includes deep dish pizza, a gourmet brownie, a Chicago-style hot dog, and samples of local craft beer! On the daytime version of the tour, you’ll drink in the sights of Chicago’s beautiful northside neighborhoods, including the Lakefront and Wrigleyville, home to our Chicago Cubs baseball team. On the nighttime version, you'll ride through the party districts of downtown and see the lights of Buckingham Fountain, Millennium Park and the glorious skyline. Cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this fun tour! You’ll leave with a profound understanding of our town, even if you only came for the beer.
Known For: Chicago Culinary Tours, Chicago Best Conversion, Chicago Half-day Tours, Chicago Bike Tours, Chicago Food & Drink, Chicago Excellent Quality, Chicago Beer & Brewery Tours, Chicago City Tours, Chicago Mountain Bike Tours.
Duration: Around 4 hours and a half.

Destination: Chicago.
Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice leisurely pace), you’ll get up close and personal with Chicago’s legendary Museum Campus, Grant Park, and Millennium Park. You’ll become intimately familiar with Soldier Field, The Adler Planetarium, Buckingham Fountain, The Pritzker Pavilion, and Cloud Gate (the formal name of Chicago’s dearly-beloved “Bean”). This tour is perfect for first time visitors looking to see all of the classic hotspots, and for returning guests looking to understand more about the landmarks they know and love. Hop on two wheels, and come make memories that are sure to last a lifetime!
Known For: Chicago Half-day Tours, Chicago Cultural Tours, Chicago Likely to Sell Out, Chicago Likely To Sell Out, Chicago Mountain Bike Tours, Chicago City Tours, Chicago Best Conversion, Chicago Excellent Quality, Chicago Bike Tours.
Duration: Around 3 hours.

Destination: Chicago.
This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods ride is what started it all. Join one of Bobby’s expert guides on this 3-hour romp through Chicago’s beautiful North Side neighborhoods. See the ever-rising skyscrapers of Streeterville, the luxe residential property of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the Lakefront Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! Tour departs from 540 N. Lake Shore Drive, Chicago.
Known For: Chicago Cultural Tours, Chicago City Tours, Chicago Half-day Tours, Chicago Mountain Bike Tours, Chicago Bike Tours, Chicago Likely To Sell Out, Chicago Excellent Quality, Chicago Best Conversion, Chicago Likely to Sell Out.
Duration: Around 3 hours.

Destination: Chicago.
This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago because of it's miles of bike trails, flat terrain and easy connections between attractions. We’ll be sampling from each of Chicago’s well known and unique foods -- deep dish pizza, a true Chicago hot dog, and a dessert for good measure. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular downtown districts as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Museum Campus, Navy Pier and along the Lakefront. Whether day or night, you'll get fantastic views of the skyline and feel the city's vibrant energy. Veggie options available.
Known For: Chicago Mountain Bike Tours, Chicago Bike Tours, Chicago Kid-Friendly, Chicago Culinary Tours, Chicago Half-day Tours, Chicago City Tours, Chicago Cultural Tours, Chicago Excellent Quality, Chicago Food & Drink.
Duration: Around 4 hours.

Destination: Chicago.
Looking for something truly local, active, & unforgettable for your kids while you explore Chicago? Bobby’s Chicago Kids Camp is a one-of-a-kind day camp Chicago experience designed with both visiting families and locals in mind. While you enjoy adult time—deep dish at Lou Malnati’s, a stroll through the Art Institute, or an adult-oriented bike tour up to Wrigley—your child is biking the lakefront, kayaking calm waters, & making new friends at the best summer camp in Chicago. Our camp blends active outdoor fun with real Chicago stories. Campers visit landmarks like Millennium Park, the Lincoln Park Zoo, & Buckingham Fountain—learning fun facts & building confidence along the way. We offer flexible booking by the day or week, with half-day & full-day options—perfect for travelers building an itinerary. It’s not just a Chicago kids camp—it’s a chance for your child to experience the city like a local, while you enjoy some grown-up adventure of your own. Book your kids adventure today
Known For: Chicago Walking Tours, Chicago On the Water, Chicago Mountain Bike Tours, Chicago Bike Tours, Chicago Kayaking Tours, Chicago Swimming.
Duration: Around 1 day.

Destination: Chicago.
The route to Lake Geneva follows the incredible coastline of Lake Michigan and eventually into the rolling green hills of Wisconsin. Your group will stop to see landmarks such as the Gold Pyramid House and the stunning Bahāʾī temple. The 85-mile bike ride will bring you right to your boutique inn where your bags will be waiting for you. The following day your guide will take you to the beach where you can kayak or just enjoy some much-deserved lounging. After this you will visit the Apple Barn for a delightful day of seasonal apple or strawberry picking, followed by a stop at their bakery. Don't forget to bring your ID for the wine tasting; they often feature live music and are very family-friendly! Will give you time to explore the shops and ice cream parlors in the charming downtown area before packing the car to drive you back to Chicago.
Known For: Chicago Mountain Bike Tours, Chicago Bike Tours, Chicago Adventure Tours, Chicago New Product, Chicago Multi-day Tours, Chicago Overnight Tours, Chicago Small Group.
Duration: Around 2 days.

Destination: Chicago.
Discover the streets of Lincoln Park, Chicago, and the Magnificent Lake Front on a high-quality electric bike rental from E-Z Rider Bike Shop. Our e-bikes provide effortless rides through the city, eliminating worries about traffic and parking. Experience the joy of biking while saving on gas and insurance costs. - Convenient location on Clark Street in Lincoln Park - Free demo test ride available - Ideal for leisurely exploration or thrilling rides - Expert advice to help you choose the right e-bike model
Known For: Chicago Adventure Tours, Chicago E-Bike Tours, Chicago Nature and Wildlife Tours, Chicago Bike Tours, Chicago Mountain Bike Tours.
Duration: Around 2 hours and a half.