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Routes
Road cycling routes
United States
Illinois
Lake County

North Chicago

The best road cycling routes around North Chicago

5.0

(18)

404

riders

23

rides

Road cycling around North Chicago offers diverse routes through varied natural landscapes. The region features extensive forest preserves, such as Fort Sheridan Forest Preserve, providing serene settings for rides. Cyclists can explore river trails like the Des Plaines River Trail, which meanders through woodlands and prairies. The area also benefits from its proximity to the Lake Michigan shoreline, offering scenic views and well-maintained paths.

Best road cycling routes around North Chicago

  • The most popular road cycling route is Fort Sheridan Cemetery loop from Great Lakes, a 14.0 miles (22.5 km) trail that takes 1 hour 5 minutes to complete. This easy route offers scenic views around Fort Sheridan.
  • Another top favourite among local road cyclists is Rockland Wetlands – Old School Forest Preserve loop from Lake Bluff, an easy 19.7 miles (31.7 km) path. This route traverses wetlands and forest preserves, showcasing diverse ecosystems.
  • Local road cyclists also love the Fort Sheridan Forest Preserve – Fort Sheridan Forest Preserve loop from Green Oaks, a 21.7 miles (34.9 km) trail leading through Fort Sheridan Forest Preserve, often completed in about 1 hour 37 minutes.
  • Road cycling around North Chicago is defined by forest preserves, river trails, and the Lake Michigan shoreline. The network offers options for various fitness levels, including easy and moderate routes.
  • The routes in North Chicago are highly rated by the komoot community with an average score of 5.0 stars from over 5 reviews. More than 280 road cyclists have used komoot to explore North Chicago's varied terrain.

Last updated: May 16, 2026

4.9

(13)

88

riders

#1.

Founders Park – Fort Sheridan Forest Preserve loop from Lake Forest

44.4km

01:52

160m

160m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Tips from the Community

oliviakellis
June 22, 2025, Fort Sheridan Forest Preserve

Fort Sheridan Forest Preserve, an Illinois gem, combines history and nature. Amidst remnants of the former military base, discover scenic trails, woodlands, and Lake Michigan's shoreline for a diverse outdoor experience.

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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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Christ Church has a beautiful courtyard that is open to the public. As this is a place of worship, if you decide to stop to check it out, make sure you are respectful.

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mtm05005
December 9, 2024, Founders Park

Founders Park is a small, urban park in Glencoe. It has ball fields, picnic tables, a playground and restrooms.

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This forest preserve offers a quiet escape from the city with a good selection of trails. All the trails are well marked and well maintained. You can also connect to the Des Plains River Trail to explore further afield.

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Alex
February 13, 2024, Fort Sheridan Pond

You get a lovely view of the Fort Sheridan Pond and the woodland surrounding it. With such a lovely view directly from the relatively quiet road, this is a lovely spot to pass by on your cycle.

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Trees, ponds and flowers make the Old School Forest Preserve an ideal habitat for many animal species, flowers and more. Here you can completely immerse yourself in nature.

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The statue captures Sheridan astride his mount "Rienzi," inspiring his troops during the pivotal Battle of Five Forks in April 1865, a symbol of his leadership and victory. Visit Fort Sheridan to admire this iconic sculpture, commemorating a key figure in American history.

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Frequently Asked Questions

How many road cycling routes are available in North Chicago?

There are over 19 road cycling routes around North Chicago, offering diverse options for various skill levels. These routes are highly rated by the komoot community, with an average score of 5.0 stars.

What types of landscapes can I expect to see while road cycling in North Chicago?

Road cycling in North Chicago offers a variety of landscapes, including extensive forest preserves like Fort Sheridan, serene river trails such as the Des Plaines River Trail, and scenic views along the Lake Michigan shoreline. You'll encounter woodlands, prairies, wetlands, and savannas.

Are there road cycling routes suitable for beginners or less experienced cyclists?

Yes, North Chicago offers many easy road cycling routes. For example, the Fort Sheridan Cemetery loop from Great Lakes is an easy 14-mile (22.5 km) ride, and the Rockland Wetlands – Old School Forest Preserve loop from Lake Bluff is another easy 19.7-mile (31.7 km) option that traverses diverse ecosystems.

What natural attractions can I explore along the road cycling routes?

Many routes pass by beautiful natural attractions. You can cycle near Independence Grove Lake, explore the MacArthur Woods Forest Preserve, or discover the Pond in Sedge Meadow Forest Preserve. The Des Plaines River Trail itself meanders through diverse ecosystems like tallgrass savanna and oak woodlands.

Are there any longer road cycling routes for more endurance-focused riders?

For longer rides, consider routes like the Des Plaines River Trail – Old School Forest Preserve loop from Libertyville, which spans over 25 miles (40.5 km) and offers extensive views of forest preserves and riverine landscapes.

What do other road cyclists enjoy most about the routes in North Chicago?

The routes in North Chicago are highly rated by the komoot community, with an average score of 5.0 stars from over 5 reviews. Cyclists often praise the well-maintained paths, the serene natural settings of the forest preserves, and the diverse ecosystems encountered along river trails.

Can I find circular road cycling routes in the North Chicago area?

Yes, many of the road cycling routes in North Chicago are designed as loops, allowing you to start and end at the same point. Examples include the Fort Sheridan Forest Preserve – Fort Sheridan Forest Preserve loop from Green Oaks and the Northcroft Park – Skokie Valley Bikeway loop from Lake Forest.

Are there any specific trails that are particularly scenic for road cycling?

The Des Plaines River Trail is considered a 'crown jewel' for its scenic beauty, winding through diverse ecosystems. The Fort Sheridan Forest Preserve also offers beautiful loops with views of the natural surroundings. Additionally, segments of the North Shore Trails provide excellent paths away from busy streets.

What is the best time of year for road cycling in North Chicago?

The spring, summer, and fall months generally offer the best conditions for road cycling in North Chicago, with pleasant temperatures and vibrant natural scenery. Fall, in particular, can be beautiful with changing foliage in the forest preserves.

Are there any urban or cultural points of interest accessible by bike near North Chicago?

While many routes focus on natural areas, the broader North Shore area features bike paths that connect to local restaurants and shops. The Chicago Botanic Garden in nearby Glencoe is also a renowned living museum with extensive landscapes that can be explored, and it's accessible by bike.

Are the road cycling routes in North Chicago generally family-friendly?

Many of the easy and moderate routes, especially those within forest preserves and dedicated bike paths like segments of the Des Plaines River Trail, are suitable for families. These trails often provide a safe and enjoyable environment away from traffic.

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