Central Wisconsin - Small
| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Auburndale (NC) | 38 | Pittsville | 0 | |
| 8/30/2019 | 2 | Pittsville | 50 | Rib Lake/Prentice (NC) | 0 | |
| 9/6/2019 | 3 | Pittsville | 36 | Pacelli | 18 | |
| 9/13/2019 | 4 | Almond-Bancroft | 26 | Pittsville | 6 | |
| 9/20/2019 | 5 | Pittsville | 43 | Wild Rose | 0 | |
| 9/27/2019 | 6 | Potosi/Cassville (NC) | 14 | Pittsville | 0 | |
| 10/4/2019 | 7 | Rosholt | 12 | Pittsville | 37 | |
| 10/11/2019 | 8 | Pittsville | 66 | Menominee Indian | 0 | |