Bike Tour Chicago: 2024 Best Deals

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Embark the bike tour that’s been recognized by National Geographic, USA Today, and the Associated Press. This leisurely bike tour of Chicago’s Near North Side neighborhoods will captivate you as you view the skyscrapers, visit Lincoln Park, and bike along the Lakefront Trail. Bring a camera along for the ride so you can capture these memories for a lifetime. Details
1 Reviews
$54.99
Hop on your bike and get ready for a tasty tour through Chicago’s most diverse and delicious neighborhoods. You’ll stop at local eateries loved by locals all while learning about Chicago’s history, notable landmarks, and restaurants. This four-hour tour includes all food and beverages, along with bikes to ride if you don’t have one. Details
1 Reviews
$89.99
Operated by Bobby’s Bike Hike, America’s longest running city bicycle tour company, this 2.5-hour bike tour brings you around to Chicago’s greatest landmarks and sights. You’ll see everything from Museum Campus to Cloud Gate, and Grant Park to Buckingham Fountain. If you’re looking to maximize your time in Chicago while staying active, this is the perfect tour for your trip. Details
1 Reviews
$54.99

Imagine pedaling leisurely through the vibrant and bustling streets of the city of Chicago, the wind in your hair and the city's energy enveloping you. This is the experience of Chicago bike tours.

Chicago, fondly known as the "Windy City," is renowned for its magnificent skyline, diverse neighborhoods, and popular attractions. From a walking tour to Buckingham Fountain to bike tours providing a unique chance to explore the remarkable Millenium Park, these bike tours will be your personal tour guide to dive into the city. Get the opportunity to cover more ground and get up close to the city's architectural marvels, splendid parks, and vibrant local communities.

As your bike rolls smoothly over the neatly maintained cycling paths, you're treated to amazing views of the city. The towering skyscrapers of downtown are contrasted beautifully by the calm blues of Lake Michigan. Biking along the Chicago River and Navy Pier, you are struck by the harmony of natural and man-made beauty coexisting.

Your adventure won't be limited to just the sights. You'd also be drawn into the rhythms of the city: the bustling cafes, the street performers serenading passersby, the hushed murmur of libraries, the aroma of local delicacies wafting from diverse restaurants. This thrilling medley of sights, sounds, and smells, coupled with the physical act of biking, is a sensory feast that leaves you with an immense appreciation for the city.

Falling in love with a city is an intimate, personal experience. What could be better than discovering the city than a bike tour of Chicago? It's an immersive experience that captivates your senses, engages your mind, and exercises your body, creating memories that will linger long after the tour concludes.

Whether you are a seasoned cyclist, a sight-seeing enthusiast, or simply a curious traveler seeking a novel way to discover the Windy City, the bike tours of Chicago are bound to provide a memorable and enriching experience.

Experience the Windy City Like Never Before: Secure Your Unforgettable Chicago Bike Tour with Tripster Today!


Why wait? Experience the iconic sights, local favorites, and hidden treasures of the Windy City on two wheels. The Chicago bike tours on Tripster provide a unique, invigorating perspective—balancing adventure, knowledge, and fitness perfectly. Whether you're a seasoned cyclist or an urban explorer, these tours are designed to suit all ages and skill levels. Expand your horizons; cycle under the towering skyscrapers, greet the dawn by Lake Michigan or simply discover Chicago's rich history and culture. Make your booking today and get ready for an unforgettable adventure with Chicago things to do, curated expertly by Tripster.