| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Cadott | 0 | Regis | 57 | |
| 8/29/2019 | 2 | Fall Creek | 16 | Regis | 55 | |
| 9/5/2019 | 3 | Regis | 42 | Stanley-Boyd | 8 | |
| 9/13/2019 | 4 | Osseo-Fairchild | 20 | Regis | 48 | |
| 9/21/2019 | 5 | Regis | 53 | Altoona | 8 | |
| 9/28/2019 | 6 | Regis | 45 | Durand (NC) | 6 | |
| 10/4/2019 | 7 | Colby | 9 | Regis | 40 | |
| 10/10/2019 | 8 | Regis | 36 | Spencer/Columbus Catholic | 0 | |
| 10/17/2019 | 9 | Regis | 52 | Neillsville/Granton | 8 | |