The 20 Best Bike Rides in Chicago

For those seeking an exhilarating way to explore the beautiful city of Chicago, bike rides offer the perfect combination of exercise, adventure, and sightseeing. With a plethora of scenic routes and trails to choose from, biking enthusiasts can pedal their way through the vibrant neighborhoods, picturesque parks, and iconic landmarks that the Windy City has to offer.
Whether you are a seasoned cyclist looking for a challenging ride or a casual rider in search of a leisurely route, Chicago has something for everyone. From lakefront paths to urban explorations, there are endless possibilities to suit your biking preferences and skill level.
- Distance and difficulty level of each ride
- Scenic views and attractions along the route
- Amenities and facilities available for cyclists
- Tips and recommendations from locals and experts
Get ready to grab your helmet, hop on your bike, and embark on an unforgettable journey through the vibrant streets and picturesque landscapes of Chicago with our curated list of the 20 Best Bike Rides in Chicago.
- 1. Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
- 2. The 606
- 3. Ride Chicago Riding Site
- 4. Bloomingdale Trail Park
- 5. Lakefront Trail - Fullerton - 2400 N
- 6. Bobby's Bike Hike - Miami Bike, Walking & Food Tours
- 7. Big Marsh Park
- 8. 3rd Coast Cycles: Mobile Bicycle Repair, Rental, Tours, and Sales
- 9. Lakefront Trail - Grant Park
- 10. The Garden - Chicago Dirt Jumps
- 11. Chicago Riverview
- 12. Chicago Bike Adventures
- 13. Lakefront Trail - Dusable Harbor - 150 N
- 14. Lakefront Trail - Ohio Street Beach
- 15. Bicycle Illinois
- 16. world naked bike ride
- 17. Bike and Roll Chicago - Millennium Park (34 S. Michigan Ave)
- 18. Wheel Fun Rentals | Humboldt Park
- 19. Bike and Roll Chicago - Navy Pier
- 20. East Ohio Pedestrian/Bike pass through Tunnel to Jane Addams Memorial Park

- Monday: 9 AM–5 PM
- Tuesday: 9 AM–5 PM
- Wednesday: 9 AM–5 PM
- Thursday: 9 AM–5 PM
- Friday: 9 AM–5 PM
- Saturday: 9 AM–5 PM
- Sunday: 9 AM–5 PM
1. Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Information and Reviews
Some key points from customer reviews include:
- An absolutely fantastic tour with knowledgeable and engaging guides.
- Delicious food experiences at top-notch restaurants.
- Great historical insights and city exploration during the tours.
- Highly recommended for both locals and visitors alike.
The business offers accessible options for wheelchair users to ensure everyone can enjoy the tours. With passionate guides like Jeff and Greg leading the way, customers can expect a memorable and enriching experience exploring the vibrant city of Chicago.

- Monday: 6 AM–11 PM
- Tuesday: 6 AM–11 PM
- Wednesday: 6 AM–11 PM
- Thursday: 6 AM–11 PM
- Friday: 6 AM–11 PM
- Saturday: 6 AM–11 PM
- Sunday: 6 AM–11 PM
2. The 606
Information and Reviews
Customer reviews rave about the trail, mentioning key points such as:
- Absolutely love this trail! Perfect for biking, walking, and running. Plenty of bench spots to relax and enjoy the sun.
- A safe, beautifully landscaped trail ideal for walks and bike rides regardless of the season.
- Great place for various activities like exercising, walking your dogs, or simply taking a stroll through different neighborhoods.
- Beautiful elevated park with easy access points, perfect for joggers, walkers, bikers, and dog owners.
With a high rating of 4.8, The 606 is praised by visitors for its well-maintained trails, beautiful scenery, and diverse amenities, making it a must-visit destination for outdoor enthusiasts in Chicago.

3. Ride Chicago Riding Site
Information and Reviews
Some key points from customer reviews:
- Customers appreciate the experienced and patient instructors who provide constructive feedback and helpful tips throughout the classes.
- The instructors create a positive learning environment that is both professional and fun, making students feel more confident with each lesson.
- Many riders highlight the value for money that Ride Chicago provides, with some mentioning that the instructors go above and beyond to ensure that students are prepared for their license exam.
- Customers also praise the welcoming atmosphere at Ride Chicago, where riders of all experience levels can feel supported and encouraged by the instructors.
If you're looking to enhance your motorcycle riding skills or get started as a beginner, Ride Chicago Riding Site is the place to go!

- Monday: 6 AM–11 PM
- Tuesday: 6 AM–11 PM
- Wednesday: 6 AM–11 PM
- Thursday: 6 AM–11 PM
- Friday: 6 AM–11 PM
- Saturday: 6 AM–11 PM
- Sunday: 6 AM–11 PM
4. Bloomingdale Trail Park
Information and Reviews
- Customers appreciate the incredible landscaping with native Illinois vegetation.
- Visitors enjoy the variety of flowers and plants along the trail.
- Many customers find the park dog-friendly with amenities suitable for pets.
- The availability of benches, trash bins, and water fountains adds to the convenience of the park.

- Monday: 6 AM–11 PM
- Tuesday: 6 AM–11 PM
- Wednesday: 6 AM–11 PM
- Thursday: 6 AM–11 PM
- Friday: 6 AM–11 PM
- Saturday: 6 AM–11 PM
- Sunday: 6 AM–11 PM
5. Lakefront Trail - Fullerton - 2400 N
Information and Reviews
Customer reviews highlight:
- A beautiful and well-kept trail with stunning views and multiple activity options.
- Great place to watch the sunrise or sunset, with clean facilities and picturesque surroundings.
- Perfect for outdoor enthusiasts looking to enjoy biking, walking, or running along the lakefront.
- Customers appreciate the relaxing and serene ambiance of the area, making it an enjoyable experience for all.

- Monday: 8:30 AM–7:30 PM
- Tuesday: 8:30 AM–7:30 PM
- Wednesday: 8:30 AM–7:30 PM
- Thursday: 8:30 AM–7:30 PM
- Friday: 8:30 AM–7:30 PM
- Saturday: 8:30 AM–7:30 PM
- Sunday: 8:30 AM–7:30 PM
6. Bobby's Bike Hike - Miami Bike, Walking & Food Tours
Information and Reviews
The company has received 86 reviews with an outstanding 5.0 rating from satisfied customers. Here are some key points from their feedback:
- Knowledgeable and friendly guides who provide interesting insights
- Great selection of tours catering to different interests
- Well-organized and enjoyable experiences for all participants
Discover the beauty of Miami with Bobby's Bike Hike and create unforgettable memories while exploring the city in a fun and engaging way. Book your tour today!

- Monday: 8 AM–7:30 PM
- Tuesday: 8 AM–7:30 PM
- Wednesday: 8 AM–7:30 PM
- Thursday: 8 AM–7:30 PM
- Friday: 8 AM–7:30 PM
- Saturday: 8 AM–7 PM
- Sunday: 8 AM–7 PM
7. Big Marsh Park
Information and Reviews
Customer reviews rave about the park's stunning scenery and well-maintained facilities. Here are some key points from recent visitors:
- Beautiful marsh lands with surprising sculptures and art pieces along the trail.
- Great place for hiking and biking, with bike rentals available.
- Clean bathrooms, vending machines, and a welcoming atmosphere for families.
- Wheelchair accessible paths, smooth paved trails, and wide eating areas for picnics.
Whether you're looking for a peaceful nature walk or an exciting bike ride, Big Marsh Park is the perfect destination for outdoor enthusiasts of all kinds.

- Monday: 8 AM–7 PM
- Tuesday: 8 AM–7 PM
- Wednesday: 8 AM–7 PM
- Thursday: 8 AM–7 PM
- Friday: 8 AM–6 PM
- Saturday: 9 AM–6 PM
- Sunday: 9 AM–6 PM
8. 3rd Coast Cycles: Mobile Bicycle Repair, Rental, Tours, and Sales
Information and Reviews
With a stellar rating of 4.8, based on 231 reviews, customers have praised 3rd Coast Cycles for:
- Excellent customer service
- Convenient bicycle rental options
- High-quality bicycle repair services
- Knowledgeable staff
Experience the top-notch services and friendly atmosphere at 3rd Coast Cycles for all your biking needs.

- Monday: Open 24 hours
- Tuesday: Open 24 hours
- Wednesday: Open 24 hours
- Thursday: Open 24 hours
- Friday: Open 24 hours
- Saturday: Open 24 hours
- Sunday: Open 24 hours
9. Lakefront Trail - Grant Park
Information and Reviews
Customers have praised the trail for its stunning views and peaceful ambiance. Some of the key points highlighted in reviews include:
- Excellent place to see the Chicago Skyline. Great walk.
- Mind-blowing trail with million-dollar views. Stunning sights around sunset.
- Quiet escape from the city with diverse scenery and landmarks along the way.
- Perfect spot for a leisurely walk with beautiful city views and nearby attractions.
Experience the beauty of Chicago's Lakefront Trail at their website and see why it is a must-visit destination for residents and visitors alike.

- Monday: 6 AM–11 PM
- Tuesday: 6 AM–11 PM
- Wednesday: 6 AM–11 PM
- Thursday: 6 AM–11 PM
- Friday: 6 AM–11 PM
- Saturday: 6 AM–11 PM
- Sunday: 6 AM–11 PM
10. The Garden - Chicago Dirt Jumps
Information and Reviews
- Customers praise the park's diverse features, including dirt jumps and a pump track.
- Visitors love the natural setting of the park, surrounded by trees and greenery.
- Many riders appreciate the park's suitability for all types of riders, from beginners to more experienced bikers.
With a rating of 4.8 based on 77 reviews, The Garden - Chicago Dirt Jumps is a highly recommended spot for anyone looking to enjoy biking in a beautiful outdoor setting.

- Monday: 6 AM–10 PM
- Tuesday: 6 AM–10 PM
- Wednesday: 6 AM–10 PM
- Thursday: 6 AM–10 PM
- Friday: 6 AM–10 PM
- Saturday: 6 AM–10 PM
- Sunday: 6 AM–10 PM
11. Chicago Riverview
Information and Reviews
Customers rave about Chicago Riverview with comments like:
- Great place for a picnic, kayaking, or enjoying a bit if nature in Chicago
- Fun bike ride, walking, jogs, boats, canoeing, a lot of fun stuff going on here
- Great views of the north branch and a nice escape from the noise and congestion of the NW side
- Newly renovated to provide extended means for cycling or walk/run travel without interruption from Belmont through to Montrose streets
Whether you're into birdwatching, cycling, hiking, jogging, or just walking, Chicago Riverview has something for everyone. Don't miss out on this hidden gem in the bustling city of Chicago.

- Monday: 9 AM–5 PM
- Tuesday: 9 AM–5 PM
- Wednesday: 9 AM–5 PM
- Thursday: 9 AM–5 PM
- Friday: 9 AM–5 PM
- Saturday: 9 AM–5 PM
- Sunday: 9 AM–5 PM
12. Chicago Bike Adventures
Information and Reviews
Customers rave about their experiences with Chicago Bike Adventures, highlighting the following key points:
- Knowledgeable and attentive guides who cater to the group's pace and interests
- Customized tours that showcase the best of Chicago's neighborhoods, history, art, and culture
- Safe and well-paced rides with plenty of stops to learn, enjoy, and take in the city
- Exceptional customer service and attention to detail, making every tour a special and unforgettable experience
With a perfect rating of 5.0, it's no wonder why visitors love exploring Chicago with Chicago Bike Adventures. Book your tour today and get ready for an adventure like no other!

- Monday: Open 24 hours
- Tuesday: Open 24 hours
- Wednesday: Open 24 hours
- Thursday: Open 24 hours
- Friday: Open 24 hours
- Saturday: Open 24 hours
- Sunday: Open 24 hours
13. Lakefront Trail - Dusable Harbor - 150 N
Information and Reviews
- Great place to train running and cycling. Perfect for long-distance activities.
- Beautiful trail with stunning views of Lake Michigan and the Chicago skyline.
- Well-maintained with separate tracks for pedestrians and cyclists.
- Offers a relaxing and safe environment for various outdoor activities.

- Monday: Open 24 hours
- Tuesday: Open 24 hours
- Wednesday: Open 24 hours
- Thursday: Open 24 hours
- Friday: Open 24 hours
- Saturday: Open 24 hours
- Sunday: Open 24 hours
14. Lakefront Trail - Ohio Street Beach
Information and Reviews
Customers have raved about their experiences at Lakefront Trail - Ohio Street Beach:
- Great for both long distance exercise and dynamic photo opportunities
- Flat running area and a slanted biking path
- Amazing lakeshore views, perfect for walking, running, biking, and more
- Best views seen in a while

- Monday: Open 24 hours
- Tuesday: Open 24 hours
- Wednesday: Open 24 hours
- Thursday: Open 24 hours
- Friday: Open 24 hours
- Saturday: Open 24 hours
- Sunday: Open 24 hours
15. Bicycle Illinois
Information and Reviews
- Customers appreciate the great job done by Rob and the team.
- The GRABAAWR ride organized by Bike Wisconsin is commended.
- Families enjoy participating in events organized by the store.
Their website provides more information about their offerings and services, making it easy for customers to get in touch and plan their visit. With 24-hour opening times on all days of the week, Bicycle Illinois ensures that cyclists have access to their services whenever they need them. If you are a cycling enthusiast in the area, be sure to check them out!

- Monday: Open 24 hours
- Tuesday: Open 24 hours
- Wednesday: Open 24 hours
- Thursday: Open 24 hours
- Friday: Open 24 hours
- Saturday: Open 24 hours
- Sunday: Open 24 hours
16. world naked bike ride
Information and Reviews
Customers have raved about their experience at World Naked Bike Ride, highlighting the following key points:
- Thrilling and empowering experience
- Great way to support a cause
- Positive and welcoming atmosphere
With a perfect 5.0 rating, it's clear that World Naked Bike Ride is making a positive impact on both their customers and the environment. Visit their website to learn more about their upcoming events and how you can get involved.

- Monday: Closed
- Tuesday: Closed
- Wednesday: Closed
- Thursday: Closed
- Friday: Closed
- Saturday: 12–6 PM
- Sunday: 12–6 PM
18. Wheel Fun Rentals | Humboldt Park
Information and Reviews
With a rating of 4.2 out of 5, it's clear that customers have had positive experiences at Wheel Fun Rentals | Humboldt Park. Here are some key points from customer reviews:
- Rented a swan boat for an hour, found the price a bit high but enjoyed the experience
- Staff were very nice and helpful, affordable prices for swan pedal boats
- Had a wonderful visit, very friendly staff, and enjoyed the swan boat ride
- Beautiful location, friendly and professional staff, amazing boats
Whether you're looking to explore the park on two wheels or take a relaxing boat ride on the pond, Wheel Fun Rentals | Humboldt Park has something for everyone. Plan your visit today and create unforgettable memories in this beautiful setting!

- Monday: Open 24 hours
- Tuesday: Open 24 hours
- Wednesday: Open 24 hours
- Thursday: Open 24 hours
- Friday: Open 24 hours
- Saturday: Open 24 hours
- Sunday: Open 24 hours
20. East Ohio Pedestrian/Bike pass through Tunnel to Jane Addams Memorial Park
Information and Reviews
- This is a safe route, especially during early morning hours.
- Watch out for potential flooding during bad weather.
- Although graffiti is present, customers hope for its quick removal.
- The tunnel serves as a great connection to the park and beach.
With a 4.2-star rating, visitors appreciate the ease of accessibility this passageway provides.
Map of Bike Rides in Chicago
Discover Chicago like never before with our comprehensive map of all the bike rides available in the city. Whether you're a casual rider looking to explore new neighborhoods or a seasoned cyclist seeking challenging routes, this map has something for everyone. Take advantage of the beautiful scenery and bike-friendly paths that make Chicago the perfect destination for cyclists.
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