Chicago Ski Resorts · Fresh & Plus
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)
For those seeking a "bigger mountain" experience without flying, these northern destinations offer more acreage and vertical.
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. chicago ski resorts
Perched on a bluff overlooking the Mississippi River, this resort offers a 475-foot vertical drop and 19 trails. It is consistently rated as one of the top ski destinations in Illinois due to its scenic views and nearby historic town.
Known for reliable snow and high-quality grooming, this resort offers a diverse range of winter activities about 5 hours from the city. A favorite for many Chicagoans, this resort is roughly a 1
Located about 4 hours from Chicago, it boasts the highest vertical drop in Wisconsin at 700 feet and offers 74 runs across 400 acres.
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. Known for being family-friendly, Cascade offers 48 trails
Which of these fits your or travel timeframe best? Expand map Weekend Getaways Destination Resorts Top Rated Ski Resorts in Chicago - OnTheSnow.com