4.6
(5)
164
riders
24
rides
Road cycling routes around Chicago Heights, Illinois, are characterized by a network of paved trails and minimal elevation changes, making them accessible for various fitness levels. The region features extensive natural preserves, including the Forest Preserves of Cook County, which offer diverse landscapes for cycling. Terrain primarily consists of well-maintained, flat surfaces, with some routes incorporating gentle rollers. These routes often traverse prairies, oak savannas, and wetlands, providing varied scenery.
Last updated: May 16, 2026
4.0
(1)
13
riders
43.8km
01:41
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
23
riders
102km
04:00
210m
210m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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28
riders
43.5km
01:56
120m
120m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
11
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Chicago Heights
The Oak Savannah Trail climbs in an elegant arch as the truss bridge spans Main Street. The bridge is enclosed on all sides and is open only to trail users.
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Maynard Lake is a super popular reservoir on the western border of Michigan. The small lake and surrounding area is popular for fishing, picnicking, and exercising. You get great views of the water from the paved paths circling the water, and you can access the Pennsy Greenway on the eastern bank.
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Pennsy Greenway is a 14.5-mile rails-to-trails paved path following the former Penn Central Railway. It currently connects Munster, Indiana, to Lansing, Illinois.
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The Little Calumet River starts in Gary and flows northwest. With significant stretches in both Indiana and Illinois, the Little Calumet River is known for linking cities and towns throughout the Chicago region.
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The Thorn Creek Red Paved Trail is a trail within the Thorn Creek Trail System. The Red Trail is an 11.8-mile trail that starts at Lansing Woods and passes through many wooded parks and neighborhoods as it makes its way down to Sauk Trail Lake.
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Lake Michigan is the only Great Lake completely located in the United States. With a surface area of 22,404 square miles, it is the largest lake entirely within one country.
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With over 10 miles of scenic wooded trails at Sauk Trail Forest Preserve near Chicago, you'll explore prairies, oak savannas, and wetlands, spotting wildlife as you enter this diverse nature escape.
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The easiest way to explore Greenwood Woods Park is to walk/ride part or all of Thorn Creek Red Paved: a journey into the metropolitan woods!
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Chicago Heights offers a diverse selection of over 25 road cycling routes. These include 17 easy routes and 11 moderate routes, catering to various skill levels.
The terrain around Chicago Heights is primarily characterized by well-maintained, paved surfaces with minimal elevation changes, making it accessible for most fitness levels. While generally flat, some routes in the broader Chicagoland area may feature gentle 'rollers' for those seeking slight inclines.
Yes, Chicago Heights is well-suited for beginners and families due to its predominantly flat and paved trails. Routes like the Thorn Creek Trail and the Old Plank Road Trail loop from Matteson are excellent easy options, offering scenic rides through natural areas.
Road cycling routes in Chicago Heights often traverse diverse natural landscapes within the Forest Preserves of Cook County. You can expect to see prairies, oak savannas, and wetlands. Keep an eye out for local wildlife, including various bird species and potentially bald eagles or beavers, especially along trails like the Old Plank Road Trail.
Yes, several routes pass by notable points of interest. The Old Plank Road Trail itself is a significant feature, offering a long paved route. You might also encounter the Illinois Pennsy Greenway or the Calumet Avenue Pedestrian Bridge. The Plum Valley Preserve and the Plum Creek Greenway Trail are also key natural attractions in the area.
Yes, many road cycling options in Chicago Heights are designed as loops. For example, the Old Plank Road Trail loop from Matteson is a popular choice, as is the longer Thorn Creek Red Paved Trail – Old Plank Road Trail loop from Sauk Village.
Many trailheads and forest preserves in the Chicago Heights area offer dedicated parking facilities. For instance, trails like the Old Plank Road Trail and the Thorn Creek Red Paved Trail typically have accessible parking areas at various entry points along their routes.
While specific public transport connections directly to all trailheads might vary, the extensive network of trails, including the Old Plank Road Trail and Thorn Creek Trail System, are generally accessible within the broader Chicago Heights and Chicagoland area. It's advisable to check local transit schedules for the most current information on reaching specific starting points.
The road cycling routes in Chicago Heights are highly rated by the komoot community, with an average score of 4.5 stars from over 7 reviews. Cyclists often praise the well-maintained paved surfaces, the scenic natural preserves, and the accessibility of routes for various skill levels.
For an easy ride, consider the Thorn Creek Trail, which is 27.2 miles (43.8 km) and follows the picturesque Thorn Creek. Another great easy option is the Thorn Creek Red Paved Trail – Glenwood Woods loop from Lansing, a shorter 24 km ride.
Yes, for longer rides, the Thorn Creek Red Paved Trail – Old Plank Road Trail loop from Sauk Village offers a substantial 59.6 miles (95.9 km) route, providing an extended journey through natural preserves and along paved paths.
The best time for road cycling in Chicago Heights is generally during the spring, summer, and fall months when the weather is mild and the natural scenery is vibrant. These seasons offer comfortable temperatures for longer rides and allow you to fully appreciate the prairies, oak savannas, and wetlands.


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