| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Southern Door (NC) | 19 | Oostburg | 0 | |
| 8/25/2023 | 2 | Oostburg | 24 | Kohler/Sheboygan Christian/Sheboygan Lutheran (NC) | 12 | |
| 9/1/2023 | 3 | Hilbert | 0 | Oostburg | 32 | |
| 9/8/2023 | 4 | Oostburg | 20 | Ozaukee | 21 | 1OT |
| 9/15/2023 | 5 | Oostburg | 39 | Random Lake | 0 | |
| 9/21/2023 | 6 | Oostburg | 35 | Howards Grove | 21 | |
| 9/29/2023 | 7 | Cedar Grove-Belgium | 14 | Oostburg | 10 | |
| 10/6/2023 | 8 | Oostburg | 49 | Manitowoc Lutheran | 14 | |
| 10/13/2023 | 9 | Reedsville | 28 | Oostburg | 13 | |