| Date | Week | Home | Score | Away | Score | |
| 8/17/2023 | 1 | Ithaca (NC) | 6 | Cashton | 39 | |
| 8/25/2023 | 2 | Independence/Gilmanton (NC) | 0 | Cashton | 55 | |
| 8/31/2023 | 3 | Brookwood | 0 | Cashton | 49 | |
| 9/7/2023 | 4 | Cashton | 55 | Riverdale | 0 | |
| 9/15/2023 | 5 | Cashton | 1 | Necedah | 0 | |
| 9/22/2023 | 6 | Bangor | 10 | Cashton | 14 | |
| 9/29/2023 | 7 | Cashton | 46 | New Lisbon | 6 | |
| 10/6/2023 | 8 | Cashton | 45 | Royall | 6 | |
| 10/13/2023 | 9 | Luther | 3 | Cashton | 8 | |