two girls laughing on sled with parents behind them

31 Best Sledding Hills Around Chicago (2024)

When you’re a kid, there’s nothing better than a day of sledding. Whether it’s a snow day after a heavy snowfall, or a just a weekend with a few inches of snow during the winter season, we’ve found the best places to go sledding in the Chicago area. We’ve made sure to include some favorite sledding hills that work for the whole family, so there are some smaller hills for younger children and some steeper slopes for bigger kids. So put on your snow pants, grab some plastic sleds, and find a great sledding hill for some winter fun. Don’t forget to sip some hot chocolate after!

City of Chicago

Caldwell Woods

W Devon Ave, Chicago, IL 60646

Managed by the Forest Preserves of Cook County, Caldwell Woods on the Northwest side of Chicago is a great place for the whole family to go sledding. The hill is conveniently located next to a parking lot, and there are two sets of stairs to walk back up. There aren’t any trees or roads at the foot of the hill, so kids have a long way to stop. It isn’t overly steep, and my 3-year-old managed the hill fine, but she’s also a bit of a dare-devil. There is lighting at night, and it is right next to Superdawg Drive-In, one of the best hot dog stands in Chicago.

The hill is lit and staffed when the ground is frozen at there are 3 inches of snow at the following times:

  • Sunday – Thursday: 10am – 7:30pm
  • Friday-Saturday: 10am – 8:30pm 

Call 847-647-2240 for sledding hill status.

Warren Park

6601 N Western Ave, Chicago, IL 60645

This popular spot in the West Ridge neighborhood of Chicago has a great hill for sledding, a warming house, and an ice rink with free ice skating. They have ice skate rentals available for a fee, but you need to bring your own sled or inner tube for sledding!

Gompers Park

5100 N Ridgeway Ave, Chicago, IL 60625

Located in the North Park Neighborhood of Chicago, Gompers Park has several small hills that make it a great spot for introducing little kids to the joys of sledding! There’s also a playground and picturesque views of the Chicago river.

Horner Park

2741 W Montrose Ave Chicago, IL 60618

Horner Park is a busy park managed by the Chicago Park District, complete with soccer fields, baseball diamonds, and a popular sled hill! There’s a large parking area, bathrooms, a playground, and lots of cute restaurants nearby.

Oz Park

2021 N Burling St, Chicago, IL 60614

A local favorite, this Lincoln Park tribute to the Wizard of Oz has a small sledding spot that is great for younger kids. Parking isn’t quite as easy here, but there is street parking and plenty of public transit options nearby.

Cricket Hill

4500 N Lake Shore Dr Chicago, IL

While it’s not an officially sanctioned sledding spot, the large hill by Montrose Harbor is a popular sledding hill for locals. An added bonus is that there are beautiful views of Lake Michigan from the top of the hill.

Soldier Field

1410 S Museum Campus Dr Chicago, IL 60605

Did you know you can go sledding in downtown Chicago? There are 35 acres of parkland behind Soldier Field, and some of that land contains a 200-foot hill for sledding. The park district makes snow if there isn’t any, so there’s usually a sure sledding hill right in the downtown area. Call 312-235-7000 to check beforehand.

Dan Ryan Woods

S Western Ave & W 87th St Chicago, IL 60620

The Dan Ryan Woods is part of the Cook County Forest Preserves in the Beverly neighborhood. The hill is lit and staffed when the ground is frozen at there are 3 inches of snow at the following times:

  • Sunday – Thursday: 10am – 7:30pm
  • Friday-Saturday: 10am – 8:30pm 

Call 773-233-3766 for sledding hill status.

Humboldt Park

1440 N Humboldt Blvd Chicago, IL 60622

Humboldt Park is a large park with little sled hills for novice sledders. It’s also right near the beautiful Garfield Park Conservatory, so you can warm up around some gorgeous plants after playing in the snow.

Palmisano Park

2700 S Halsted St, Chicago, IL 60608

This unique spot was once a limestone quarry, then a garbage dump, and now it’s a park and sledding hill! It’s affectionately called “Mount Bridgeport” by locals, and it’s a pretty steep slope so, for safety reasons, this hill may be best for big kids.

kid pulling toboggan with four people in it on a snowy day

North/Northwest Suburbs

Danny Cunniff park

2700 Trail Way, Highland Park, IL 60035

Century Park

1401 Indianwood Dr, Vernon Hills, IL 60061

Old School Forest Preserve

28285 N St Marys Rd, Libertyville, IL 60048

James Park

2100 Oakton St Evanston, IL

Techny Prairie Park and Field

1401 W. 1700 Techny Road, Northbrook

Centennial Park

100 S Western Ave Park Ridge, IL 60068

boy on sled going fast down hill with evergreen trees in the background

West Suburbs

Westchester Woods

10159 Cermak Road Westchester, IL 60154

The hill is lit and staffed when the ground is frozen at there are 3 inches of snow at the following times:

  • Sunday – Thursday: 10am – 7:30pm
  • Friday-Saturday: 10am – 8:30pm 

Call 708-447-0090 for sledding hill status.

Waubonsie Lake Park

998 Kautz Rd, Aurora, IL 60504

Oak Brook Park District

1450 Forest Gate Rd, Oak Brook, IL 60523

Berens Park

493 N Oaklawn Ave Elmhurst, IL 60126

Barrie Park

1011 S Lombard Ave Oak Park, IL 60304

the back of boy sledding with snow on the ground and some brown grass poking through

South Suburbs

50 Acre Woods

S Rockwell Ave Evergreen Park, IL 60805

Centennial Park

15600 West Ave, Orland Park, IL 60462

Goodenow Grove

17540 W. Laraway Road Joliet, IL 60433

Swallow Cliff Stairs

Sag Valley Trail, Palos Park, IL 60464

The hill is lit and staffed when the ground is frozen at there are 6 inches of snow at the following times:

  • Sunday – Thursday: 10am – 7:30pm
  • Friday-Saturday: 10am – 8:30pm 

Call 708-839-5617 for sledding hill status.

Kasey Meadow Park

8047 W. 91st Place 60457

Commercial Sledding/Tubing

Alpine Hills Adventure Park

4402 Larson Ave, Rockford, IL 61108

Alpine Hills Adventure Park is a 5-acre snow park in Rockford, about an hour away from Chicago. They have snow tubing and a separate area for snowboarding.

Grand Geneva

7036 Grand Geneva Way, Lake Geneva, WI 53147

The Grand Geneva Resort is a gorgeous resort in Lake Geneva with lots of opportunities to enjoy winter sports! They have down hill skiing, cross-country ski trails, ice skating, sledding, and more! There are lots of cute restaurants and other fun things to do in Lake Geneva as well.

Wilmot Mountain Ski Resort

11931 Fox River Rd, Wilmot, WI 53192

Wilmot Mountain Ski Resort is a ski and snowboard resort about a 60 minute drive from Chicago that has snow tube runs as well!

The Rock Snow Park

7011 S Ballpark Dr, Franklin, WI 53132

The Rock Snow Park in Franklin, Wisconsin has the usual skiing, snowboarding, and snow tubing. But, they also have glow tubing which looks super fun!

Villa Olivia

1401 W Lake St, Bartlett, IL 60103

Villa Olivia is a resort in Barlett, Illinois that has skiing, snowboarding, and snow tubing in the winter.

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