Editor’s Note: What’s open and what’s not is ever-changing during COVID-19 mitigations, so please check with each sled hill prior to a visit to inquire on availability.

Make the climb and then down, down, down you go. Where will you stop? At the bottom of one of Chicago’s awesome sledding hills—with a humongous smile on your cheeks. We’ve already seen quite a bit of the white stuff, so take advantage of the powder for some downhill family fun in the snow. We’ve got you covered from Soldier Field to Vernon Hills.

photo: iStock


Dan Ryan Woods

Located in the Beverly neighborhood, this slope is a well-kept South Side secret. It's rarely crowded, has hills for both sleds and snowboards and is great for all ages—especially little ones thanks to the easy “up” paths. Fun fact to share with the kiddos: Surrounded by a pretty forest, the hill is the remaining basin of a glacier. W. 87th St. & S. Western Ave. Online: fpdcc.com.

Palmisano Park

The kids will think it’s neat they're sledding on a former garbage dump—minus the stink—turned sledding hill. Enjoy the magnificent southern view of Chicago's skyline and the park's pond and wetlands, and warm up with coffee from Jackalope Coffee or Bridgeport Coffeehouse, located just down the street. 2700 S. Halsted St. Online: chicagoparkdistrict.com.

Caldwell Woods

The famous toboggan slides from this Northwest-side hill are gone, but this is still a great place to whiz down a snowdrift. It’s easy for small kids to manage, is lit at night, has ample parking and indoor bathrooms (which are off-limits right now due to COVID). Go around lunch or dinner to enjoy Superdawg just around the corner. Devon and Milwaukee Avenues. Online: fpdcc.com.