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Routes
Road cycling routes
United States
Illinois
Cook County

Flossmoor

The best road cycling routes around Flossmoor

4.0

(6)

101

riders

9

rides

Road cycling around Flossmoor, Illinois, features a network of well-maintained paved trails that traverse diverse landscapes. The region is characterized by open prairies, dense woodlands, and agricultural areas, offering varied scenery for cyclists. Topography is generally flat, with some routes including small hills that add variety to the ride. Forest preserves and green spaces are integrated into the cycling routes, providing natural settings for outdoor activity.

Best road cycling routes around Flossmoor

  • The most popular road cycling route is Old…

Last updated: July 12, 2026

29

riders

#1.

Old Plank Road Trail – Hickory Creek Forest loop from Matteson

45.0km

02:02

120m

120m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

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

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Cycling around Flossmoor

Tips from the Community

AverieOutside
December 20, 2023, Thorn Creek Red Paved Trail

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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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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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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Amy
October 18, 2022, Hickory Creek Forest

This beautiful preserve protects forests, prairie, savanna and wetland habitats. You'll find lots of wildlife here such as woodpeckers. In winter, trails are open for cross-country and skiing. There are also plenty of picnic shelters – great if you get caught out in the rain on your bike trip.

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This is a safe bridge to cross IL 394

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Nice clean trail to cycle on

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Frequently Asked Questions

How many road cycling routes are available around Flossmoor, and what are their difficulty levels?

There are over 10 dedicated road cycling routes around Flossmoor. The majority, about 10, are classified as easy, making them accessible for many riders. Additionally, there are 4 moderate routes for those seeking a bit more challenge.

What is the typical terrain and elevation like for road cycling in Flossmoor?

The road cycling routes in Flossmoor are generally characterized by well-maintained paved surfaces. The topography is mostly flat, offering a comfortable ride, though some routes may include small hills that add variety to the experience.

Are there family-friendly road cycling routes in Flossmoor?

Yes, Flossmoor offers several family-friendly road cycling options. The Sauk Trail Forest Preserve – Sauk Trail Forest Preserve loop from Chicago Heights is an easy route, perfect for a leisurely family outing. The Apollo Park Bike Path is also a local, two-mile paved path suitable for families.

What kind of natural features and scenery can I expect on Flossmoor's road cycling routes?

Cyclists can enjoy diverse scenery including open prairies, dense woodlands, and agricultural areas. Many routes integrate with forest preserves and green spaces like the Sauk Trail Forest Preserve and Irons Oaks Environmental Learning Center, offering picturesque surroundings and opportunities to observe local wildlife.

Are there options for longer road cycling routes near Flossmoor?

Absolutely. For longer rides, consider the Old Plank Road Trail – Thorn Creek Red Paved Trail loop from Tinley Park-80th Avenue, which spans over 41 miles. The Old Plank Road Trail itself offers various loops and connections, providing extensive opportunities for longer distances.

What do other road cyclists enjoy the most about road cycling in Flossmoor?

The area is highly rated by the komoot community, with an average score of 4.0 stars from over 7 reviews. Reviewers often praise the well-maintained paved trails, the varied scenery through prairies and woodlands, and the integration with extensive forest preserves.

Are there any notable landmarks or attractions along the road cycling routes?

While cycling, you can explore natural attractions like the Sauk Trail Forest Preserve, which features over 10 miles of scenic wooded trails, and the Irons Oaks Environmental Learning Center, known for its beautiful woods and diverse wildlife. These areas are often integrated into the cycling routes.

Where can I find parking for road cycling trails in Flossmoor?

Many trailheads and parks in and around Flossmoor offer convenient parking. For instance, access points to the Old Plank Road Trail often have designated parking areas. Local parks like Leavitt Park and Heather Hill Park also provide parking facilities that can serve as starting points for rides.

Can I access Flossmoor's bike trails using public transport?

While direct public transport access to every trailhead might be limited, Flossmoor is part of a broader regional network. Cyclists can research local Metra train stations or bus routes that may offer connections or be within cycling distance of major trail access points like the Old Plank Road Trail or Cal-Sag Trail.

Are there any cafes or pubs near the road cycling routes in Flossmoor?

Yes, Flossmoor has a community-focused cycling scene. GoodSpeed Cycles, a local shop, organizes events that often conclude at places like the Flossmoor Station Restaurant & Brewery. You'll find various local establishments in Flossmoor and neighboring communities where you can refuel after your ride.

What is the best time of year for road biking in Flossmoor?

The spring, summer, and fall months generally offer the most pleasant conditions for road biking in Flossmoor, with mild temperatures and vibrant natural scenery. While some trails may be accessible in winter, weather considerations like snow and ice should be taken into account.

Are there any specific trails that are less crowded for a more peaceful ride?

While popular trails like the Old Plank Road Trail can see more activity, exploring segments of the Cal-Sag Trail or the more local Apollo Park Bike Path during off-peak hours can offer a more serene experience. The Sauk Trail Forest Preserve – Glenwood Woods loop from Homewood also provides a tranquil ride through wooded areas.

What is the average duration for road cycling routes in Flossmoor?

The duration varies significantly depending on the route and your pace. Easy routes like the Thorn Creek Red Paved Trail loop from Brown's Chicken can be completed in under an hour, while longer, moderate routes such as the Old Plank Road Trail loop from Matteson typically take around 1 hour 55 minutes.

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