| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Holmen | 27 | Chippewa Falls (NC) | 7 | |
| 8/29/2019 | 2 | Menomonie (NC) | 32 | Holmen | 16 | |
| 9/6/2019 | 3 | Holmen | 25 | West Salem | 7 | |
| 9/13/2019 | 4 | La Crosse Central | 18 | Holmen | 41 | |
| 9/20/2019 | 5 | Tomah | 0 | Holmen | 49 | |
| 9/27/2019 | 6 | Holmen | 44 | Stevens Point Area Senior High (NC) | 0 | |
| 10/4/2019 | 7 | Holmen | 41 | La Crosse Logan | 0 | |
| 10/11/2019 | 8 | Holmen | 20 | Sparta | 25 | |
| 10/18/2019 | 9 | Onalaska | 17 | Holmen | 10 | |