Winona WinhawksBoys
| Date | Opponent | Location | Result | ||
| 11/24/18 | 3:00PM | Waconia | Bud King Arena | - | - |
| 11/29/18 | 7:15PM | Rochester John Marshall | Bud King Arena | - | - |
| 11/30/18 | 7:00PM | Aquinas (WI) | Omni Center | - | - |
| 12/04/18 | 7:15PM | Albert Lea | Bud King Arena | - | - |
| 12/06/18 | 7:00PM | Owatonna | Four Seasons Centre | - | - |
| 12/13/18 | 7:15PM | Albert Lea | Albert Lea City Arena | - | - |
| 12/18/18 | 7:15PM | Red Wing | Bud King Arena | - | - |
| 12/20/18 | 7:15PM | Waseca | Bud King Arena | - | - |
| LA CRESCENT HOLIDAY TOURNAMENT | |||||
| 12/27/18 | TBD | La Crescent, BBL, or Faribault | La Crescent Community Arena | - | - |
| 12/28/18 | TBD | TBD | La Crescent Community Arena | - | - |
| 12/29/18 | TBD | TBD | La Crescent Community Arena | - | - |
| 01/03/19 | 7:15PM | Faribault | Faribault Arena | - | - |
| 01/05/19 | 3:00PM | Rochester Lourdes | Bud King Arena | - | - |
| 01/10/19 | 5:30PM | Mankato East | All Seasons Arena | - | - |
| 01/12/19 | 3:00PM | Mankato West | Bud King Arena | - | - |
| 01/15/19 | 7:00PM | Onalaska (WI) | Omni Center | - | - |
| 01/17/19 | 7:15PM | Northfield | Northfield Arena | - | - |
| 01/19/19 | 3:00PM | Austin | Bud King Arena | - | - |
| 01/25/19 | 7:00PM | Worthington | Worthington Arena | - | - |
| 01/26/19 | 12:00PM | Fairmont | Martin County Arena | - | - |
| 01/31/19 | 7:15PM | Red Wing | Prairie Island Arena | - | - |
| 02/02/19 | 12:00PM | Faribault | Bud King Arena | - | - |
| 02/05/19 | 7:30PM | Black River Falls (WI) | Milt Lunda Arena | - | - |
| 02/12/19 | 7:15PM | Rochester Mayo | Bud King Arena | - | - |
| 02/14/19 | 7:15PM | Rochester Century | Rochester Graham Arena | - | - |
| SECTION PLAYOFFS | |||||
| TBD | TBD | TBD | TBD | - | - |