| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | New Holstein | 39 | Random Lake (NC) | 18 | |
| 8/25/2023 | 2 | Waupun (NC) | 6 | New Holstein | 14 | |
| 8/31/2023 | 3 | Valders | 20 | New Holstein | 21 | |
| 9/8/2023 | 4 | Kohler/Sheboygan Christian/Sheboygan Lutheran | 44 | New Holstein | 28 | |
| 9/15/2023 | 5 | New Holstein | 21 | Chilton | 20 | |
| 9/22/2023 | 6 | New Holstein | 27 | Brillion | 7 | |
| 9/29/2023 | 7 | Roncalli | 13 | New Holstein | 18 | |
| 10/6/2023 | 8 | New Holstein | 6 | Two Rivers | 62 | |
| 10/13/2023 | 9 | Kiel | 23 | New Holstein | 0 | |