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.
Last updated: May 16, 2026
4.9
(13)
88
riders
44.4km
01:52
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
40
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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22
riders
31.8km
01:22
90m
90m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(2)
21
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
16
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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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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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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