5.0
(1)
54
riders
3
rides
Road cycling around New Chicago, Indiana, benefits from its proximity to the Lake Michigan shoreline, the Indiana Dunes National Park, and an extensive network of urban and forest preserve trails. The terrain is generally flat to gently rolling, characteristic of the Midwest, with some routes offering views of Lake Michigan or winding through natural areas. This region provides a mix of paved paths and dedicated bike trails suitable for various road cycling experiences.
Last updated: July 10, 2026
30
riders
46.7km
01:50
90m
90m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
15
riders
83.8km
03:21
170m
170m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(1)
9
riders
35.2km
01:25
100m
100m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around New Chicago
Calumet Trail is mostly gravel but is partially being paved starting from here.
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This quiet nature reserve in Indiana features dirt and gravel paths surrounded by wetlands and trees. Be prepared for uneven surfaces and a few puddles after rain. It's a gem for those who like cycling surrounded by forest.
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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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This trail leads 17.8 miles (28.6 km) through lovely nature. The paved trail traces the former Port Branch of the Elgin, Joliet and Eastern Railway. Highlights en route include the Indiana Dunes, oak savanna ecosystems and Oak Ridge Prairie Park. In Griffith, the trail joins the Erie Lackawanna Trail.
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The Oak Savannah Trail follows the route of an old Indianna Railroad line. It has a distance of about 10 miles and is connected with other cycle paths. It has the particularity of offering many natural areas for cyclists. In fact, it revives an old forest ecosystem, within an urban area.
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This old barn is now a cycle shop that offers various services including catering and coffee. It is located on the Prairie Duneland Trail.
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This is cool! I’ll definitely check this route out.
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This trail continues to be well maintained
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While New Chicago itself is a smaller town, its proximity to the broader Chicagoland area and Northwest Indiana means there are numerous road cycling opportunities. Our guide features 3 top-rated routes, but the region offers an extensive network of trails, including those in the Indiana Dunes National Park and various forest preserves, providing many more options for exploration.
The region offers diverse landscapes. You can expect generally flat to gently rolling terrain, characteristic of the Midwest. Routes often feature views of Lake Michigan, wind through natural oak savannas, or traverse urban trails. The Oak Savannah Trail – Oak Savannah Trail loop from Miller, for instance, takes you through natural oak savannahs, while routes closer to Lake Michigan offer scenic shoreline views.
Yes, there are several easy routes perfect for beginners or families. The Trailblazers Bike Barn loop from Hobart is an easy 46.7 km ride connecting to nearby communities. Another great option is the Indiana Dunes National Park loop from Travel Inn (Burns Harbor, IN), an easy 36.4 km route through the unique dunes landscape. Many trails in the region, like the main loop in Busse Woods, are paved and mostly free of traffic crossings, making them ideal for casual riders.
Absolutely. For experienced cyclists looking for a longer ride, the Oak Savannah Trail – Oak Savannah Trail loop from Miller is a moderate 83.2 km path traversing natural oak savannah landscapes. Beyond our featured routes, the broader region includes extensive trail systems like the Illinois Prairie Path (61 miles) and the interconnected trails within the Indiana Dunes National Park, offering numerous options for extended rides.
Yes, the area is rich in scenic routes. The Indiana Dunes National Park loop from Travel Inn (Burns Harbor, IN) offers stunning views of dunes, oak savannas, and wetlands. The Oak Savannah Trail – Oak Savannah Trail loop from Miller provides a beautiful ride through natural oak savannahs. Additionally, the Chicago Lakefront Trail offers iconic views of Lake Michigan and the city skyline, while forest preserves like Busse Woods provide rides through woods and meadows.
Yes, many of the best road cycling experiences in the region are loop routes. Our guide highlights the Trailblazers Bike Barn loop from Hobart, the Oak Savannah Trail – Oak Savannah Trail loop from Miller, and the Indiana Dunes National Park loop from Travel Inn (Burns Harbor, IN). These loops allow you to start and end at the same point, offering convenient and varied cycling experiences.
The region offers many interesting sights. Along the routes, you might encounter natural features like the Dunes Succession Trail and the Long Lake Trail within the Indiana Dunes area. The Oak Savannah Trail itself is a highlight. You can also find facilities like Trailblazers Bike Barn, and explore natural areas like the Chase Street Conservation Area. The broader Chicagoland area also boasts attractions like the Chicago Lakefront Trail passing through major parks and beaches, and the 606 trail with public art.
The routes in the New Chicago area are highly rated by the komoot community, with an average score of 5.0 stars from reviews. Cyclists often praise the diverse terrain, from the unique landscapes of the Indiana Dunes to the scenic forest preserves and urban trails. Many appreciate the mix of paved paths and dedicated bike trails suitable for various skill levels.
Parking is generally available at trailheads and parks throughout the region, especially near popular spots like the Indiana Dunes National Park and various forest preserves. For routes closer to New Chicago, local community parks may offer parking. For accessing trails in the broader Chicagoland area, public transport options like Metra trains and CTA buses can often get you close to major trail networks, though specific bike carriage rules may apply.
Yes, many routes, especially those connecting to communities or passing through urban areas, offer opportunities for coffee stops and food. The Trailblazers Bike Barn loop from Hobart connects to communities where amenities are available. Trails like the Chicago Lakefront Trail and the 606 are integrated into urban environments with numerous cafes and restaurants nearby. Even in more natural settings, some trailheads or nearby towns provide facilities for refreshments.
The best seasons for road biking around New Chicago are typically spring, summer, and fall. Spring offers pleasant temperatures and blooming nature, while summer is ideal for longer days and enjoying the Lake Michigan shoreline. Fall provides beautiful foliage and cooler, comfortable riding conditions. Winter can be challenging due to cold temperatures and potential snow or ice, though some dedicated cyclists may still venture out on cleared paths.
While popular trails like the Chicago Lakefront Trail can get busy, especially on weekends, many other options offer a less crowded experience. Trails within the various Cook County Forest Preserves, such as sections of the North Branch Trail or Des Plaines River Trail, can be quieter. The extensive network of trails within the Indiana Dunes National Park also provides opportunities to find less congested paths, particularly on weekdays or during off-peak hours.
While road cycling itself typically involves a rider on a bike, many multi-use paths and trails in the region are dog-friendly for leashed pets walking or running alongside cyclists. For example, many sections of the Indiana Dunes National Park trails and the Cook County Forest Preserves allow dogs on leash. Always check specific trail regulations before heading out with your furry companion.


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