Find the top rated trails in Oak Park, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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The Calumet Trail traverses the south side of the Indiana Dunes National Lakeshore, a unique ecosystem of forest, marsh, dunes and beach along Lake Michigan. This dirt and crushed limestone path...
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An excellent example of land use in greater Chicago, the entire Skokie Valley Trail corridor is a rail-with-trail, paralleled by double tracks that sit about 40 feet to the west of the trail surface....
About an hour northwest of Chicago, the beautiful Grant Woods Forest Preserve spans more than 1,000 acres, offering an outdoor respite of prairie, woodlands and marshes. The crushed limestone pathway...
The Techny Trail links downtown Glenview, a charming village northwest of Chicago, with the Techny Basin, a scenic wetlands area adjacent to the West Fork of the Chicago River's North Branch....
The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...
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Illinois’ Centennial Trail runs through parts of three suburban counties from Willow Springs Road to Romeo Road/135th Street southwest of Chicago. The trail occupies a thin strip of land between the...
The Paul Douglas and Crabtree Preserve Trail System connects two large nature preserves in northwestern Cook County. The trail begins at the Old Stover Trailhead in the Crabtree Preserve, near the...
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The Skokie Valley Trail in Cook County parallels active train tracks in the Village of Skokie, providing easy access to both the Oakton–Skokie and Dempster–Skokie stations on the CTA’s Yellow Line....
The Hickory Creek Bikeway offers nearly 4 miles of paved pathway through a wooded preserve. On its western end, the trail begins at Hickory Creek Barrens Nature Preserve and Lincolnway Road; on the...
The Kankakee River Trail is fairly wooded and runs primarily through Kankakee River State Park. Walkers, bicyclists, and cross-country skiers can enjoy more than ten miles of trail along the north...
The village of Palatine has connected many of its community assets with two long sections of off-road, multi-use trail. The more popular northern section is the one most references call simply and...
The Waubonsie Trail links Boulder Hill and the Village of Oswego via a greenway corridor within a residential community. The eastern trailhead is in Jaycee Park, which offers a playground, picnic...
The Chesapeake and Ohio Greenway (also referred to as the C&O Trail) offers a short, paved route through Merrillville, a town just a few miles south of Gary and the southern tip of Lake Michigan. The...
The Northerly Island Trail offers access to a vast, natural oasis in one of the largest cities in America. Chicago’s Northerly Island—actually a 91-acre peninsula—was designed by Daniel H. Burnham,...
The popular Rock Run Greenway Trail is a balanced mix of natural areas and cityscapes that alternate over the length of the trail. The natural areas are frequented by recreational users. The...
Located east of Lakeshore Drive, the Chicago Lakefront Trail is an 18.5-mile linear park along Lake Michigan that includes beaches, volleyball courts, playgrounds, baseball diamonds, tennis courts and...
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The Prairie Trail—not to be confused with the Illinois Prairie Path—runs border-to-border, entirely within McHenry County, Illinois, and is managed by the McHenry County Conservation District. It is...
The Millennium Trail is a planned 35-mile route through Chicago’s northern suburbs that will connect communities and forest preserves in northwestern Lake County. Currently, 28.5 miles of this...
The Fermilab Trail garners its name by running though the campus of the Fermi National Accelerator Laboratory (Fermilab), the former home of the Tevatron particle accelerator. The 3.9-mile particle...
The Middlefork Savanna Forest Preserve is a natural gem hidden in an high-income neighborhood of Lake Forest, Illinois. Those 600 acres are home to perhaps the best-preserved example of the rare...
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The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...
Moraine Hills State Park Trail offers a wonderful experience for any geology or nature aficionado. A moraine is an accumulation of earth and stones carried and finally deposited by a glacier....
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The Veterans Memorial Bikeway begins in Hebron in northwestern Indiana’s Porter County. From there, it follows the diagonal route of the former Pennsylvania Railroad for just over 8 miles through Lake...
The Chesapeake and Ohio Greenway (also referred to as the C&O Trail) offers a short, paved route through Merrillville, a town just a few miles south of Gary and the southern tip of Lake Michigan. The...
The Robert McClory Bike Path is notorious for its conglomeration of names over the years. At any given time—and depending on whom you ask—it has been called the Green Bay Trail and the North Shore...
The Major Taylor Trail is named after legendary African American cyclist Marshall “Major” Taylor, who was one of the most celebrated bicycle racers of the late nineteenth century, setting several...
The Busse Woods Trail system is located within Ned Brown Forest Preserve, a 3,700-acre property in the northwestern suburbs of Chicago. There are 11.2 miles of paved trails for cyclists, equestrians...
The Burnham Greenway is composed of two distinct portions that both run along a former railroad corridor between Chicago and Lansing, Illinois. There are plans to extend and connect these short...
Located east of Lakeshore Drive, the Chicago Lakefront Trail is an 18.5-mile linear park along Lake Michigan that includes beaches, volleyball courts, playgrounds, baseball diamonds, tennis courts and...
The Des Plaines River Trail and Greenway traverses north–south along the route of its namesake river along its course through both Lake and Cook counties. The corridor protects 85% of the riverine...
Just 1 mile long, the Valley Line Trail—also known as the Sauganash Trail—extends between Bryn Mawr Avenue and Devon Avenue in the Chicago neighborhood of Sauganash. Two bridges allow for safe...
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The western segment of the Great Western Trail in Illinois follows 17 miles of an abandoned railway corridor through DeKalb and Kane counties, between LeRoy Oakes Forest Preserve and the town of...
The North Shore Bike Path runs for nearly 8 miles between Lake Bluff and Mundelein, paralleling State Route 176 for the path's entire length. The trail is one of dozens in the Chicagoland area, all of...
The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...
The Prairie Point Trail is a scenic neighborhood route that connects twice to the longer Grove Road Trail. While never far from houses, the trail offers surprising scenery, including a stretch along a...
The Fermilab Trail garners its name by running though the campus of the Fermi National Accelerator Laboratory (Fermilab), the former home of the Tevatron particle accelerator. The 3.9-mile particle...
The trail system in Waterfall Glen Forest Preserve makes a loop around the entire park. The preserve is geologically significant, featuring glacier-carved rock ridges, ravines and wetland potholes,...
The beautiful North Branch Trail is named for the North Branch of the Chicago River, along which it winds. At its northern end, the trail begins at the south end of the Chicago Botanic Garden and...
The John Husar I&M Canal Trail is the northernmost trail developed on the Illinois & Michigan Canal National Heritage Corridor. The Illinois & Michigan Canal provided the final link in the water route...
About an hour northwest of Chicago, the beautiful Grant Woods Forest Preserve spans more than 1,000 acres, offering an outdoor respite of prairie, woodlands and marshes. The crushed limestone pathway...
The Palos Heights Bike Trail offers a north-south route through residential and commercial areas on the west side of the community. It's also a key connector between two regionally important...
The Millennium Trail is a planned 35-mile route through Chicago’s northern suburbs that will connect communities and forest preserves in northwestern Lake County. Currently, 28.5 miles of this...
The North Shore Channel Trail extends from the junction of Green Bay Road and McCormick Boulevard in northern Evanston to the junction of Lawrence Avenue and Francisco Avenue in Chicago. All but the...
The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...
Traveling along the Wauponsee Glacial Trail, you'll be surprised just how quickly you can move from an urban environment into the rolling fields of the Midwest. Starting in Joliet, within shouting...
Just 1 mile long, the Valley Line Trail—also known as the Sauganash Trail—extends between Bryn Mawr Avenue and Devon Avenue in the Chicago neighborhood of Sauganash. Two bridges allow for safe...
The DeKalb-Sycamore Trail—also known as the Peace Road Trail—parallels the eastern side of Peace Road from DeKalb to Sycamore in northern Illinois. Along the way, you'll pass a mixture of residential...
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The Bloomingdale Trail, part of “The 606” park system, is a 2.7-mile, elevated rail-trail on Chicago’s northwest side. Built on a former rail line, the trail sits nearly 20 feet above four of the...
The Burnham Greenway is composed of two distinct portions that both run along a former railroad corridor between Chicago and Lansing, Illinois. There are plans to extend and connect these short...
The Oswego Prairie Trail is a short paved route that occupies an overhead electric utility corridor owned by Commonwealth Edison. The path forms a direct link between two parks in Oswego—Farmington...
An excellent example of land use in greater Chicago, the entire Skokie Valley Trail corridor is a rail-with-trail, paralleled by double tracks that sit about 40 feet to the west of the trail surface....
The Deer Grove Trail is one of several great Chicagoland trails located in properties of the Forest Preserve of Cook County. Deer Grove is the oldest of all the Cook County preserves. It's comprised...
The Robert McClory Bike Path is notorious for its conglomeration of names over the years. At any given time—and depending on whom you ask—it has been called the Green Bay Trail and the North Shore...
The western segment of the Great Western Trail in Illinois follows 17 miles of an abandoned railway corridor through DeKalb and Kane counties, between LeRoy Oakes Forest Preserve and the town of...
The Des Plaines River Trail and Greenway traverses north–south along the route of its namesake river along its course through both Lake and Cook counties. The corridor protects 85% of the riverine...
The H.U.M. Trail (a.k.a. the Huntley-Union-Marengo Trail) was planned to link all three of its namesake northern Illinois towns, but so far only connects Marengo and Union. Interestingly, the...
The Oak Savannah Trail takes its name from the unique ecosystem that it runs through. Once pervasive throughout northern Indiana, the oak savannah is a transitional zone between forest and prairie,...
The Virgil Gilman Trail travels through forest and prairie, from a quiet, rural community college campus all the way into suburban Chicago. The trail's namesake, Virgil Gilman,was director of the Fox...
The Tinley Creek Trail is currently in two segments. This southern segment is within the South Green Belt Forest Preserve between Flossmor and Matteson, just west of I-57. The trail traverses wooded...
The Joliet Junction Trail is a paved path that travels north–south through the west side of Joliet. It occupies an abandoned Elgin, Joliet and Eastern Railway corridor that in its last years was known...
The 606 is amazing. Just the concept itself is unique and beautiful to experience. However, recent crime has made the 606 a no-go for me. Realistically, robberies can happen anywhere at anytime, but the recent uptick in these happening at the 606 has me on edge. If you go, go with another person, go during the day, and keep your wits about you. Pay attention to suspicious people and report any incident or anyone suspicious. This is a rule of thumb for doing anything in the city: just be smart.
I rode the entirety of the trail on 8/21 from Rogers Park to the South Shore Golf Course and back, so a total of a little over 39 miles. While the vast majority of the trail is amazing, there are a few hang ups for anyone looking to take a serious ride. For one, the trail south of the center of the city is in poor condition. Pot holes and cracks are a constant hazard. Secondly, the trail kind of disappears when you get to Navy Pier, and picks back up on the south side of the Chicago River. No designated path for bikes who are forced to share the sidewalk with tourists, pedestrians, and other bikes. It can be a little frustrating. Lastly, the beaches are atrocious to navigate with clueless pedestrians and tourists looking up at the sky, down at their feet, but never behind them to see who is approaching. All that being said, being able to see the city coming from the south side is phenomenal and incomparable to other trails. I highly recommend taking this trail at least once, if only to see the full spectrum of Chicago.
I rode most of the trail below Joliet on July 28 , 2017. Except for the closures shown on the DNR website (downtown Morris, Marseilles to Ottawa, and two bridges out near Utica), the trail was in decent condition. (I was glad I was on a hybrid and not a skinny bike.)
Joliet to Morris was in good shape. Some of this section is dull, some parts are pleasant.
The closure in Morris has been there for years, and the street detour is easy and not too long.
Morris to Seneca is my new favorite section: quieter and more woodsy than the rest. No trail problems.
Seneca to Marseilles was fine. There’s a good view of the Illinois River if you go a few blocks south of the trail in downtown Marseilles.
Marseilles to Ottawa was mostly dull and pointless. I went around the barricade just west of Marseilles and had to carry my bike over downed trees, which I expected. It got old after a while, though, and since the trail was boring at that point, I wish I hadn’t bothered. There’s a nice paved road next to the trail – use that instead.
Ottawa to Utica is in decent shape, except for the bridge that’s out, and I like this section. I went about 9 miles west from the Fox River aqueduct in Ottawa and came to the bridge. I was tempted to take my shoes and socks off and wade through the two inch deep stream and continue, but turned around instead. (It’s only another mile or so to downtown Utica).
I like the section below Utica, but with the bridge out, I didn’t feel like continuing.
If you accept the closures and the dull parts, the I&M is a good Illinois trail.
Just the right distance now that it connects with the the trail in
Lincolnwood. It connects to Emily Oaks Nature Center (more trails), and has several water fountains. Very nice urban trail.
Southern 3 mile extension opening Saturday, August 12, at Foster and Kostner aves. Irene C. Hernandez Picnic Grove, LaBaugh Woods, Chicago.
Being a Chicagoan I had yet to ride the 606 until last week. My first impression was what a great trail. The idea of traveling without motor traffic and no stops for almost three miles flies by. The ride on the return trip was much slower as there was more traffic on The 606. Still it was the fastest way to travel through this area. The 606 has also improved an area that at one time the term less desirable would of been an understatement. The area has improved and the beauty of The 606 matches the surrounding homes and neighborhoods. This in my opinion is from The 606. We found all the people very pleasant on our journey and they seemed to be very proud of The 606. we saw the Chicago Police Department in a strong presence on our Saturday journey. The CPD was on both foot and bicycle. My only complaint is that it is too short of a trail. Hopefully Chicago will develop more of these useful neighborhood enhancing trails. It is all good on The 606.
Even before this trail connected with Wicker Park, I rode this trail often each summer, sometimes going to Griffith, sometimes about a mile short of the end, sometimes all the way to Griffith. I love this trail. I rode it for the first time in several years on 7Aug 2017, and hasn't changed much, except for a couple detours. And as a RR fan, love that it crosses Griffith Junction and with all the old cabooses, cars, etc.
I love this trail. Lots of shades, beautiful scenery, lots of animals like birds squirrels bunny's deer... Bears.... ;-) (just kidding about the bears). So.. yeah its an awesome trail. I will keep coming back here.
The 606 ultra-smooth surface is great for inline skating!
Very nice 10 mile trail with direct connection to 2.5 mile spur to Iron Horse Heritage Trail. Travels through woods with a few road crossings and suburban scenes. About 6 miles of the trail was newly paved and very high quality. The rest was somewhat bumpy as others have noted but nothing that was too distracting or dangerous. I spent two weekend mornings here (30 miles and 40 miles) traveling from Michigan City by car (~25 mins) to easily accessible parking lot in Chesterton.
Popular with birders, bikers, or hikers, wildlife almost always on view. Northern end near eateries. Trail runs parallel to stream, ponds, and wetlands.
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