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United States
Illinois
Lake County

North Chicago

The best cycling routes around North Chicago

4.9

(117)

454

riders

39

rides

Touring cycling around North Chicago features a diverse landscape that blends urban settings with extensive natural environments. The region is characterized by numerous forest preserves, river trails, and the Lake Michigan shoreline, offering varied ecosystems including woodlands, wetlands, prairies, and savannas. Terrain is generally flat, with some gentle inclines and overpasses, making it accessible for a range of cycling experiences.

Best touring cycling routes around North Chicago

  • The most popular touring cycling route is Des Plaines River Trail and Robert McClory Bike Path Loop, a 43.1 miles (69.4 km) trail that takes 5 hours 7 minutes to complete. This route combines two extensive trail systems, offering varied terrain through forest preserves.
  • Another top favourite among local touring cyclists is Des Plaines River, Prairie Crossing, and Millennium Trail Loop, a moderate 32.2 miles (51.9 km) path. This route connects multiple trail systems, showcasing diverse natural environments like prairies and river corridors.
  • Local touring cyclists also love the Fort Sheridan Pond loop from Great Lakes, a 18.1 miles (29.1 km) trail leading through a historic lakeside community with views of Lake Michigan, often completed in about 1 hour 46 minutes.
  • Touring cycling around North Chicago is defined by extensive forest preserves, tranquil river trails, and scenic Lake Michigan shoreline paths. The network offers options for different ability levels, from easy family rides to more challenging long-distance routes.
  • The routes in North Chicago are highly rated by the komoot community with an average score of 4.9 stars from over 100 reviews. More than 500 touring cyclists have used komoot to explore North Chicago's varied terrain.

Last updated: April 30, 2026

5.0

(1)

4

riders

#1.

Des Plaines River Trail and Robert McClory Bike Path Loop

69.4km

05:06

140m

140m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Tips from the Community

oliviakellis
May 26, 2025, Cahokia Flatwoods

This stretch of the Des Plaines River Trail at Cahokia Flatwoods Forest Preserve guides hikers through a serene woodland, with a dirt path winding under tall oaks and maples. Surrounded by green undergrowth and dappled sunlight, it’s a peaceful escape near the river

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This bronze sculpture is a tribute to General Sheridan, a Civil War general. It depicts him on a horse during Battle of Five Forks in April 1865.

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The Lake at Independence Grove is a must-visit stop along the Des Plaines River Trail, offering cyclists a scenic and easy ride through a 115-acre retreat. Once a gravel quarry, this reclaimed space now features smooth paths, gentle terrain, and beautiful lake views—perfect for beginners and family-friendly outings. Visit in the spring, and you might spot colorful wildflowers adding even more charm to this peaceful ride.

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The Lake at Independence Grove, a highlight along the Des Plaines River Trail, offers hikers a scenic 115-acre retreat within a reclaimed gravel quarry. If you're visiting in the spring, you may be able to spot colorful warblers along the surrounding woodlands!

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MacArthur Woods is a preserved forest that showcases the original landscape of the eastern Des Plaines River Valley. The area features a diverse mix of plants, creating an important habitat for breeding forest birds, including the brown creeper, red-shouldered hawk, broad-winged hawk, veery, pileated woodpecker, and several rare warblers.

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Here you will find a gorgeous network of flat, crushed gravel trails that connect with the Des Plaines River Trail and other nearby preserves. The trails take you around scenic ponds, by picnic areas, and through the woods. This is a great place to see birds who use the ponds as migratory stops.

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You can follow the trail for 56 miles along the Des Plaines River with gorgeous views of local preserves, watersheds, forests, and marshes. The trail is wide packed gravel and shared with hikers and the occasional horseback rider. Here your pass through the County Forest Preserve which has its own scenic trail network.

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The Des Plaines River Trail stretches over 56 miles along the Des Plaines River, offering a scenic natural escape through Lake and Cook Counties, just outside Chicago. This multi-use trail features a mix of surfaces, including pavement, crushed stone, and single-track forest paths, making for an exciting and varied biking experience. The northern sections are well-maintained and popular, while the southern portions become narrower and more rugged. This particular portion of the Des Plaines River Trail passes through Half Day Forest Preserve with nice views of the river and several ponds.

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Frequently Asked Questions

What is the typical terrain and difficulty level for touring cycling in North Chicago?

The terrain in North Chicago is generally flat, making it accessible for a wide range of cyclists. While most routes are easy to moderate, there are some gentle inclines and overpasses. Out of nearly 40 touring cycling routes available, 18 are considered easy, 19 are moderate, and a few are more challenging for experienced riders.

What natural features and landmarks can I expect to see while cycling in North Chicago?

Touring cycling routes in North Chicago offer a blend of urban scenery and natural environments. You can explore extensive forest preserves with woodlands, wetlands, prairies, and savannas. Notable features include the tranquil Independence Grove Lake, the scenic Des Plaines River, and the iconic Lake Michigan shoreline. Some routes also pass by cultural attractions like the Chicago Botanic Garden and the Skokie Northshore Sculpture Park.

Are there options for public transport access to touring cycling routes in North Chicago?

Yes, many touring cycling routes in North Chicago are accessible via public transport. The Metra train system can be utilized to reach various trailheads, offering flexibility for longer loops or providing an option to return if you're tired.

When is the best time of year for touring cycling in North Chicago?

Spring and fall are particularly beautiful for touring cycling in North Chicago. In spring, you'll see wildflowers and lush greenery, while fall brings vibrant foliage. Summer offers shaded rides through forest preserves, but can be warm. Winter cycling is possible, but some trails may be less maintained or covered in snow.

Are there any family-friendly touring cycling routes in North Chicago?

Absolutely. Many of the trails, especially sections of the Des Plaines River Trail and the North Branch Trail System, are well-suited for families. They offer smooth, mostly flat paths, often shaded, providing a safe and enjoyable experience for all ages. An easy option is the Fort Sheridan Pond loop from Great Lakes, which is 18.1 miles long.

Can I bring my dog on touring cycling routes in North Chicago?

Many forest preserves and multi-use trails in North Chicago are dog-friendly, provided dogs are kept on a leash. It's always a good idea to check specific trail regulations before you go, as rules can vary slightly between different park districts and preserves.

What do other touring cyclists enjoy most about touring cycling in North Chicago?

The touring cycling experience in North Chicago is highly rated by the komoot community, with an average score of 4.9 stars from over 100 reviews. Cyclists often praise the extensive network of well-maintained trails, the diverse natural environments ranging from serene forest preserves to scenic lakefront paths, and the accessibility of routes for various skill levels.

Are there any circular touring cycling routes in North Chicago?

Yes, North Chicago offers several excellent circular touring cycling routes. A popular option is the Des Plaines River Trail and Robert McClory Bike Path Loop, which combines two extensive trail systems for a varied ride. Another great loop is the Des Plaines River, Prairie Crossing, and Millennium Trail Loop, showcasing diverse natural environments.

Are there any routes that offer views of Lake Michigan?

Yes, the Lake Michigan shoreline is a prominent feature of the region. While the Lakefront Trail itself is a major attraction, routes like the Fort Sheridan Pond loop from Great Lakes offer views of the lake and pass through historic lakeside communities.

Are there any touring cycling routes that pass through charming towns or offer amenities?

Many routes in North Chicago weave through picturesque suburbs such as Highland Park, Glencoe, Winnetka, Wilmette, and Evanston. These towns often provide opportunities for mid-ride breaks, with cafes, restaurants, and other amenities available for cyclists.

Which routes are suitable for beginners or those looking for an easy ride?

For beginners or those seeking an easy ride, routes like the Fort Sheridan Pond loop from Great Lakes (18.1 miles) or the Small Lake – Fort Sheridan Pond loop from Great Lakes (20.5 miles) are excellent choices. These routes feature minimal elevation gain and offer pleasant scenery.

Are there any specific points of interest along the Des Plaines River Trail?

The Des Plaines River Trail offers several points of interest. You can find peaceful spots like Dam No. 1 Woods, which provides sheltered picnic groves, and the scenic Independence Grove Lake. The trail also features the Des Plaines River bridge and passes through various forest preserves like MacArthur Woods Forest Preserve.

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