Chicago Ski Resorts May 2026

These locations are ideal for local residents looking to practice their skills or get a few hours on the snow without an overnight stay.

Which of these fits your or travel timeframe best? Expand map Weekend Getaways Destination Resorts Top Rated Ski Resorts in Chicago - OnTheSnow.com chicago ski resorts

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. These locations are ideal for local residents looking