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Company Information

The goal of Windy City Ski and Snowboard is to provide enjoyable and affordable transportation and lift ticket packages from Chicago to the Midwest's best ski resorts. Chicago is known as a city on the go but lacks activities in the grueling months of winter. Our clients will enjoy the sights and sounds of winter on our hassle free one day trips. Package options range from basic round trip transportation to extensive packages grouping round trip transportation, lift tickets, rentals and beginner lessons. We offer ski vacation packages to Cascade Mountain Ski Resort, Chestnut Mountain, Devil’s Head Ski Resort, and Granite Peak. Windy City Ski and Snowboard was created out of our personal love for skiing/snowboarding and lack of affordable, easy accommodations in the Chicago area. We hope to inspire new winter enthusiasts while also catering to those who already share our love for the slopes! We hope to see you on a trip with us soon!