Chicago Ski Resorts [ 2025-2026 ]

Located about 4 hours from Chicago, it boasts the highest vertical drop in Wisconsin at 700 feet and offers 74 runs across 400 acres.

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) chicago ski resorts

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. Located about 4 hours from Chicago, it boasts

These resorts offer more varied terrain and are better suited for full-weekend trips. Located about 4 hours from Chicago