| Date | Week | Home | Score | Away | Score | |
| 8/17/2023 | 1 | Chilton | 46 | Crivitz (NC) | 27 | |
| 8/25/2023 | 2 | Winnebago Lutheran (NC) | 41 | Chilton | 7 | |
| 8/31/2023 | 3 | Chilton | 14 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 22 | |
| 9/8/2023 | 4 | Chilton | 43 | Valders | 36 | |
| 9/15/2023 | 5 | New Holstein | 21 | Chilton | 20 | |
| 9/22/2023 | 6 | Chilton | 19 | Kiel | 49 | |
| 9/29/2023 | 7 | Brillion | 21 | Chilton | 14 | |
| 10/6/2023 | 8 | Chilton | 27 | Roncalli | 7 | |
| 10/13/2023 | 9 | Two Rivers | 61 | Chilton | 0 | |