These Chicago hikes are just what you and your family need to find some crisp, quality outdoor time

We’ll admit, Chicago’s chilly seasons (yes, seasons) can be tough. But, a dose of fresh air, unforgettable scenery, and a chance to spy on animals in their natural habitat is a guaranteed day of cold weather family fun. We scoured the city in search of the most popular hiking spots that’ll have you lacing up your boots, strapping an infant to your back, and exploring. These are our top trails that range from under a mile to seemingly endless, and they all make for perfect adventures now through winter.

Waterfall Glen Forest Preserve

Chicago hikes
Sayaka Ganz on Unsplash

Hikers, bikers and stroller jockeys (even cross-country skiers) can take advantage of this 2,492-acre forest preserve created by meltaways from the Wisconsin Glacier. Adventure seekers can trek as many as 11 miles of limestone and turf-covered routes via four mapped trails that include overlooks and a man-made waterfall. Fishing is offered in several old quarries scattered throughout the preserve.

Cass Ave. & Northgate Rd.

North Park Nature Village 

North Park Nature Village, a 46-acre nature preserve, offers a big breath of fresh air in the middle of the city. The best part of this trail is that it provides a beautiful snapshot of Illinois' diverse flora and fauna, carrying hikers through wetlands, tallgrass prairie land, forests and even oak savanna. Wood ducks, geese, garden snakes, painted turtles, deer, raccoons, foxes, bullfrogs, kingfishers, crayfish, and great blue herons all call this corner of the city home.

5801 North Pulaski Rd.

Related: 100+ Indoor Activities to Do with the Kids

Fullersburg Woods

What was once a Civilian Conservation Corps Camp is now an urban wildlife haven that plays host to a variety of animals with the original visitor center and several of the shelters still standing. Fullersburg maintains two trails manageable for families to hike or bike. A 1.3-mile interpretive trail follows Salt Creek through lowland woods and restored prairies and includes information on DuPage’s natural history. York Tavern is accessible from the paths and makes for a fun refueling detour.

3609 Spring Rd.
Oak Brook

Starved Rock

No matter the age or abilities of your hiking buddies, Starved Rock is a uniquely beautiful destination that offers oodles of family fun. With just over 13 miles of well-marked trails to explore, fishing in the Illinois River and waterfalls in 14 of the 18 canyons, there’s enough to keep the family entertained for hours. Or an entire weekend if you choose to bunk at Starved Rock Lodge. The best time to experience the waterfalls is in the spring when the snow and ice melt or after a heavy rainfall. However, Starved Rock is a place that can and should be seen during all four seasons because it takes on a completely different, but equally stunning, look.

1010-1048 E. State Rte. 71

Related: Our Best Family Activities for Winter in Chicago

Dulcey Lima on Unsplash

Little Red Schoolhouse Nature Center

Trails once traveled by students making their way to school are now traversed by hikers looking to enjoy the three miles of woodland, prairie and wetland trails. A renovated nature center with year-round turtle pond and a children’s activity room and a 19th-century one-room schoolhouse with interactive displays are great places to rest tiny legs. 

9800 Willow Springs Rd.
Willow Springs

Maple Grove

Maple Grove is the largest remaining remnant of the vast maple forest that became present-day Downers Grove and is both a rare historic forest and a valuable natural area. Categorized as a globally endangered ecosystem, this preserve has multipurpose and interpretative trails where hikers can appreciate wildflowers and hundreds of plant species, some of which are threatened or endangered. If the spectacular flora color show isn’t enough to maintain the attention of little hikers, the variety of birds and the great-horned owl will draw them into this migratory bird stopover.

Lee Ave. & Gilbert Ave.
Downers Grove

Related: Hit the Slopes! Quick Getaway from the Windy City to Wilmot Mountain

Morton Arboretum

Combine hiking with playtime for the kids at Morton Arboretum. Its 1,700 acres offer 16 miles of paved and wood-chipped walking paths that make for a great intro to hiking. While you're there, enjoy the temporary Human + Nature exhibit that includes 5 massive sculptures that reflect on the human connection with nature. 

4100 IL Rte. 53.

Shabbona State Park

Just under 70 miles west of Chicago, urban sprawl gives way to 1,550 acres of rolling prairie that provides a natural haven from the daily hustle and bustle. In addition to just over eight easily-navigated miles of scenic hiking and cross-country skiing trails that weave through wooded areas, Shabbona features a 318-acre man-made fishing lake, 15-acre seasonal nesting area for migratory waterfowl and areas for picnicking and camping.

100 Preserve Rd.


Fermilab is a U.S. Department of Energy national laboratory best known for high-energy particle physics research. As you traverse the 1,000 acres of restored tallgrass prairie that surrounds the tallest building, the uniquely shaped Wilson Hall, it's hard to believe that you're likely standing upon what was once the most powerful particle accelerator in the world. Hike or bike the quarter-mile-long Margaret Pearson Interpretive Trail which connects to several miles of trails through woodland, restored oak savanna and tallgrass prairie. You'll likely encounter animal life along the way: the lab's grounds are home to eastern tiger salamanders, Baltimore orioles and great spangled fritillary, large orange butterflies with black markings.

Pine St. & Kirk Rd.

Kettle Moraine State Forest

Thanks to the Wisconsin Glacier over 10,000 years ago, this beautiful playground for outdoor adventurers exists. Kettle Moraine consists of 6 units that display a variety of ecosystems with everything from lakes to bogs and rivers to swamps and activities that range from bird watching (that can be done from the comfort of a stroller) to mountain biking. There are several fire towers that can be climbed to get expansive views of the area and beaches for swimming, fishing and exploring. While the number of trails is expansive, there are quite a few half-mile trails that are home to bullfrogs and cattails.

S91W39091 State Rd. 59.
Eagle, WI

Sagawau Canyon

Got a dino-lover in the home? Trek on over to Lemont, where the lush Sagawau Canyon, the only such landform in northeastern Illinois, will transport you to the days of the dinosaurs. Located in the valley of the Des Plaines River, the exposed dolomite rock the gorge is carved through is likely the reason why biodiversity rules this smaller scale canyon. The ferns, hairy rockcress and ninebark thrive in this rock-rich environment and create a backdrop that appears more Jurassic Park and less suburban Chicago. Keep your eyes on the lookout for the many canyon residents which include blue-spotted salamanders, eastern tiger salamanders, mudpuppies, map turtles, soft-shell turtles, milk snakes, green snakes, flying squirrels, minks, long-tailed weasels, beavers, gray and red foxes.

12545 111th St.

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