This full-service resort features 30 runs snaking down a 500-foot bluff. It is known for its long, impeccably groomed cruiser trails and slopeside lodging. Larger Regional Resorts (4+ Hours)
These resorts offer more varied terrain and are better suited for full-weekend trips.
The closest option for many, located less than 30 miles from downtown Chicago. It is a small venue with a 100-foot vertical drop and seven tow-rope lifts, making it a popular destination for beginners to learn the basics. chicago ski resorts
A favorite for many Chicagoans, this resort is roughly a 1.5 to 2-hour drive away. It features 20 runs, a 388-foot vertical drop, and some of the only ski-in/ski-out lodging in southern Wisconsin. Weekend Getaways (2.5 - 4 Hours)
Known for reliable snow and high-quality grooming, this resort offers a diverse range of winter activities about 5 hours from the city. This full-service resort features 30 runs snaking down
Located about 65 miles north of Chicago, this resort was acquired by Vail Resorts and features 25 runs and a 230-foot vertical drop. It offers modern amenities including high-speed lifts and a large tubing hill.
While Chicago is known for its flat terrain, several ski resorts and "hills" are accessible within a few hours' drive, primarily in southern Wisconsin, Michigan, and northern Illinois. The closest option for many, located less than
Known for being family-friendly, Cascade offers 48 trails and a 460-foot vertical drop. A major draw for families is that kids 12 and under ski free with a paying adult.