The Chicagoland area is a haven for cycling enthusiasts, offering a wealth of bike trails that cater to riders of all skill levels. Whether you’re looking for a peaceful ride through nature, a paved path for exercise, or an adventure that highlights the city’s architecture and landmarks, Chicago has something for everyone.
This guide explores the top bike trails in and around Chicago, detailing their unique features, difficulty levels, and why they deserve a spot on your must-ride list.
Lakefront Trail
Mention “biking spot” to any Chicagoan, and the Lakefront Trail is likely the first place they’ll name. This picturesque 18-mile paved path runs along the stunning shoreline of Lake Michigan, seamlessly connecting beaches, parks, and neighborhoods. Stretching from Ardmore Avenue in the north to 71st Street in the south, the trail offers access to a variety of cultural and tourist landmarks, including Queen’s Landing, the Shedd Aquarium, and the Adler Planetarium. Don’t have a bike? No problem—bike rentals are conveniently available at multiple points along the way.
The 606
Once a bustling railway, The 606 has been transformed into a 2.7-mile elevated park and trail system, weaving through the heart of Chicago’s northwest side. Perched 17 feet above street level, this repurposed rail line offers cyclists and pedestrians a unique vantage point to explore the city. Connecting vibrant neighborhoods like Wicker Park, Bucktown, Humboldt Park, and Logan Square, the trail has become both a practical commuting route and a cultural gem. Adorned with art installations, native landscaping, and numerous access points, it invites visitors to experience Chicago in a fresh, dynamic way. Open daily until 11 p.m. and thoughtfully illuminated, The 606 is as functional as it is inspiring.
North Branch Trail
For those seeking a longer ride, the North Branch Trail is a fantastic option. Stretching nearly 20 miles—about 10 times the length of The 606—it offers a scenic journey perfect for cyclists and hikers alike. Completing the entire trail can take six to seven hours on foot, though it’s notably quicker on a bike. Much of the trail features paved paths, making it accessible for both bicycles and wheelchairs. With a gentle maximum elevation gain of just 96 meters, it’s rated as an “easy” route by enthusiasts. Like many trails in the Chicago area, the North Branch Trail winds through lush forest preserves and alongside peaceful waterways, offering stunning views year-round.
North Shore Channel Trail
Next on our list is a unique gem where you can grab hardware supplies and sushi just steps from the southern access points. The North Shore Channel Trail offers a 6.7-mile journey through a blend of urban and natural landscapes, stretching from Albany Park to Evanston. This well-maintained path winds through serene parks, alongside water features, and past vibrant community gardens, providing a scenic escape for cyclists and pedestrians alike. Despite its tranquil setting, the trail boasts convenient access to city amenities. Near W Devon Avenue and N McCormick Boulevard, you’ll find a Home Depot and a variety of eateries. Along the trail itself, there are plenty of restrooms, water fountains, and picnic areas, making it a perfect spot for both recreation and relaxation.
Sauganash Trail
Sauganash Trail is a hidden gem cherished by locals but often overlooked by others. Perfect for those seeking a serene escape from the city’s chaos, this 2.1-mile converted rail line winds through the picturesque Forest Glen and Sauganash neighborhoods. Its gentle curves, flat terrain, and ample shade make it an inviting route for riders of all skill levels. Convenient access points are located at Bryn Mawr Avenue and Devon Avenue, with plenty of nearby parking available. If you’re craving a peaceful ride, Sauganash Trail is well worth a visit.
The Lakefill
The Lakefill, a sprawling 74-acre park on a peninsula in Evanston, Illinois, is a hidden gem worth the journey. For residents of Downtown Chicago, it’s a bit of a trek—about a 35-minute drive or an hour and a half by bike—but the trip is well rewarded. Built on reclaimed underwater land, the Lakefill offers a harmonious blend of natural beauty and leisure activities. Winding paths, ideal for cycling or strolling, provide breathtaking views of Lake Michigan and the Northwestern University campus. Here, commutes aren’t a chore—they’re a scenic escape.
Skokie Valley Trail
The Skokie Valley Trail winds along a former railroad corridor, connecting several Chicago suburbs, including Northfield, Northbrook, and Highland Park. This 10.3-mile paved route offers wide, well-maintained paths with multiple crosswalks and road access points, making it ideal for cyclists and walkers alike. Along the way, you’ll encounter local wildlife such as rabbits, deer, blackbirds, and hawks, adding a touch of nature to your journey. Rest stops like Northcroft Park, Heller Park, and Buckthorn Park provide perfect spots to pause during your southbound trek, which officially ends near Woodridge Park. For those looking to continue, the trail conveniently connects to the North Shore Bike Path, extending your adventure even further.