| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Stoughton | 13 | Oregon (NC) | 20 | |
| 8/24/2023 | 2 | Stoughton | 28 | Wisconsin Rapids Lincoln (NC) | 6 | |
| 9/1/2023 | 3 | Stoughton | 14 | Monona Grove | 49 | |
| 9/8/2023 | 4 | Stoughton | 43 | Fort Atkinson | 31 | |
| 9/15/2023 | 5 | DeForest | 31 | Stoughton | 21 | |
| 9/22/2023 | 6 | Stoughton | 19 | Sauk Prairie | 14 | |
| 9/29/2023 | 7 | Portage | 10 | Stoughton | 14 | |
| 10/6/2023 | 8 | Stoughton | 13 | Mount Horeb/Barneveld | 14 | |
| 10/13/2023 | 9 | Sun Prairie East | 53 | Stoughton | 6 | |