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Chicago Heights

The best cycling routes around Chicago Heights

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Touring cycling routes around Chicago Heights provide access to an extensive network of multi-use trails, diverse natural landscapes, and connecting attractions. The region features a mix of paved and unpaved paths, traversing Illinoisian prairie grasslands, mature oak woodlands, and wetlands. These routes often connect various forest preserves, offering varied cycling experiences through natural settings.

Best touring cycling routes around Chicago Heights

  • The most popular touring cycling route is Olympia Field loop — Chicago Heights, an easy 19.9 miles (32.1…

Last updated: July 2, 2026

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#1.

Thorn Creek and Old Plank Road Trail Loop

32.1km

01:50

80m

80m

The Thorn Creek and Old Plank Road Trail Loop offers a delightful touring cycling experience, blending open prairie with dense woodlands. You'll cycle past picturesque Sauk Lake and through quiet…

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The Thorn Creek Red Paved Trail offers a delightful touring cycling experience through a varied landscape of woodlands and open meadows. You'll enjoy smooth paved surfaces as you pedal through…

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

Easy

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

Easy

The Monon Trail – 165th Street Crossing loop from Lansing offers a delightful touring cycling experience on smooth, paved surfaces. This former rail trail provides a mostly flat journey through…

Easy
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Popular around Chicago Heights

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Tips from the Community

AaronLavanchy
January 24, 2024, Pennsy Greenway

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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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 Monon Trail is a 4.4-mile rails-to-trails path that follows the route of the former Monon Railroad. This section connects the suburbs of Hammond and Munster. This trail is not to be confused with the trail of the same name in Indianapolis.

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This pedestrian bridge sits above the intersection of Calumet Avenue and River Drive and helps increase safety at the busy intersection off I-94.

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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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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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Closed during construction of South Shore Line towards Munster

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Amy
October 18, 2022, Old Plank Road Trail

This is a 22-mile (35 km) paved trail through Sheboygan County. You ride past lots of wildlife en route. Keep your eyes peeled for bald eagles and beavers along the river.

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Frequently Asked Questions

How many touring cycling routes are available in Chicago Heights?

Chicago Heights offers a good selection of touring cycling routes, with over 10 routes available. These routes cater to various skill levels, ensuring there's something for everyone.

What are the difficulty levels of touring cycling routes in Chicago Heights?

The majority of touring cycling routes in Chicago Heights are classified as easy, with 10 easy routes. There are also 2 moderate routes for those looking for a bit more challenge, but no difficult routes are listed, making the area very accessible for most cyclists.

What kind of terrain can I expect on touring cycling routes in Chicago Heights?

You can expect a diverse range of terrain. Routes often feature a mix of paved and unpaved surfaces, winding through Illinoisian prairie grasslands, mature oak woodlands, and wetlands. Many trails are part of extensive multi-use systems, offering varied natural settings.

Are there any long-distance touring cycling options from Chicago Heights?

Yes, the area is a hub for several key trails that offer extended rides. The Old Plank Road Trail, for example, is a 22-mile paved path stretching from Chicago Heights to Joliet. It also connects to the Thorn Creek Trail System, and future plans aim to integrate trails into a larger Southland Century Loop, offering potential 100-plus-mile routes.

What natural features or landmarks can I see along the touring cycling routes?

Touring cyclists can explore a variety of natural features and landmarks. You might encounter the scenic Old Plank Road Trail, the Plum Valley Preserve with its forest and wetland habitats, or the Calumet Avenue Pedestrian Bridge. The routes often pass through various forest preserves, offering opportunities for birdwatching and wildlife viewing.

Are there family-friendly touring cycling routes in Chicago Heights?

Absolutely. Many of the routes are classified as easy, making them suitable for families. Trails like the Olympia Field loop — Chicago Heights offer pleasant rides through local areas. The extensive multi-use trail systems, with their generally flat terrain and amenities like picnic areas, are ideal for family outings.

Can I bring my dog on the touring cycling routes?

Many of the multi-use trails and forest preserves in the Chicago Heights area are dog-friendly, typically requiring dogs to be on a leash. It's always a good idea to check specific regulations for individual preserves or trails before you go, but generally, your canine companion can join you.

Are there circular touring cycling routes available?

Yes, there are several circular routes to enjoy. For example, the Olympia Field loop — Chicago Heights is an easy 19.9-mile ride, and the Hickory Creek Forest loop from Matteson offers a 21.0-mile journey through forest areas.

Where can I find parking for touring cycling routes in Chicago Heights?

Parking is generally available at various trailheads and within the numerous forest preserves that the cycling routes traverse. Many of these preserves, such as those part of the Thorn Creek Trail System, offer designated parking areas for public access.

Are there places to eat or rest along the touring cycling routes?

Yes, the interconnected trail systems often feature picnic areas and connect to nearby towns like Frankfort, Matteson, and Park Forest. These towns provide opportunities to find local shops, restaurants, and other services for refreshments and rest stops during your ride.

What is the Old Plank Road Trail like for touring cyclists?

The Old Plank Road Trail is a highlight for touring cyclists, offering a 22-mile paved 'rails-to-trails' experience. It passes through charming towns and scenic Illinoisian prairie grasslands, mature oak trees, and sugar maples. You'll find amenities like restrooms and picnic areas, and it connects to other trail systems. For more details, you can visit reconnectwithnature.org.

What do other touring cyclists enjoy about cycling in Chicago Heights?

The area is highly rated by the komoot community, with an average score of 4.6 stars from 5 reviews. Cyclists often praise the extensive network of multi-use trails, the diverse natural landscapes, and the peaceful experience of riding through forest preserves and prairie. The accessibility of easy routes is also frequently highlighted.

Are there mountain biking options in Chicago Heights?

While this guide focuses on touring cycling, the Chicago Heights area does offer mountain biking opportunities. Preserves like Joe Orr Woods, Halsted Woods, and Wilson Woods feature singletrack trails, providing a different kind of cycling experience for those looking to explore off-road.

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