| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Cochrane-Fountain City (NC) | 0 | Elk Mound | 40 | |
| 8/28/2019 | 2 | Elk Mound | 8 | St. Croix Central (NC) | 29 | |
| 9/6/2019 | 3 | Mondovi | 48 | Elk Mound | 0 | |
| 9/13/2019 | 4 | Elk Mound | 48 | Boyceville | 12 | |
| 9/20/2019 | 5 | Durand | 14 | Elk Mound | 41 | |
| 9/27/2019 | 6 | Elk Mound | 49 | Colfax | 0 | |
| 10/4/2019 | 7 | Elk Mound | 0 | Spring Valley | 27 | |
| 10/11/2019 | 8 | Altoona (NC) | 14 | Elk Mound | 50 | |
| 10/18/2019 | 9 | Glenwood City | 21 | Elk Mound | 50 | |