When will ski resorts in Midwest open for the ski season? The 2023/24 Ski season in Midwest starts from 2023/10/19. See this list of projected opening dates for Midwest mountains. Important Note: Not all dates listed here are official and final, as resort opening dates are projected and subject to change. Check back for updates on when the lifts are set to start spinning at Midwest, and don't miss opening day at your favorite resort!