When will ski resorts in Chicago open for the ski season? The 2026/27 Chicago Ski season starts from 2026/11/27. See this list of projected opening dates for Chicago 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 Chicago, and don't miss opening day at your favorite resort!
| Resort Name | Projected opening date |
|---|---|
| Granite Peak Ski Area, Wisconsin | Nov 27 |
| Cascade Mountain, Wisconsin | Nov 28 |
| Bittersweet Ski Area, Michigan | Dec 04 |
| Chestnut Mountain Resort, Illinois | Dec 04 |
| Wilmot Mountain, Wisconsin | Dec 04 |
| Alpine Valley Resort, Wisconsin | Dec 11 |
| Devils Head, Wisconsin | Dec 11 |
| Grand Geneva, Wisconsin | Dec 11 |
| Ski Snowstar Winter Sports Park, Illinois | Dec 11 |
| Swiss Valley, Michigan | Dec 11 |
| Four Lakes, Illinois | Dec 12 |
| Villa Olivia, Illinois | Dec 18 |
| Christmas Mountain, Wisconsin | Dec 19 |
| Timber Ridge, Michigan | Dec 26 |