| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Colby | 46 | Osseo-Fairchild | 6 | |
| 8/30/2019 | 2 | Osseo-Fairchild | 38 | Spencer/Columbus Catholic | 37 | |
| 9/6/2019 | 3 | Cadott | 12 | Osseo-Fairchild | 28 | |
| 9/13/2019 | 4 | Osseo-Fairchild | 20 | Regis | 48 | |
| 9/20/2019 | 5 | Mondovi (NC) | 47 | Osseo-Fairchild | 0 | |
| 9/27/2019 | 6 | Stanley-Boyd | 28 | Osseo-Fairchild | 44 | |
| 10/4/2019 | 7 | Osseo-Fairchild | 43 | Altoona | 0 | |
| 10/11/2019 | 8 | Neillsville/Granton | 55 | Osseo-Fairchild | 36 | |
| 10/18/2019 | 9 | Osseo-Fairchild | 36 | Fall Creek | 8 | |