| Date | H/A | Opponent | Record | Div. | Result | Score | Notes |
|---|---|---|---|---|---|---|---|
| 2023-08-18 | H | Riverdale | 1-8 | D7 | W | 6-32 | |
| 2023-08-25 | A | Boscobel | 0-9 | D7 | W | 40-13 | |
| 2023-09-01 | H | Mineral Point | 6-3 | D6 | L | 31-23 | |
| 2023-09-08 | A | Darlington | 8-1 | D6 | L | 0-40 | |
| 2023-09-15 | H | Black Hawk/Warren (IL) | 8-1 | D7 | L | 32-20 | |
| 2023-09-22 | A | Benton/Scales Mound/Shullsburg | 2-7 | D6 | W | 48-14 | |
| 2023-09-29 | A | River Ridge | 6-3 | D7 | L | 24-36 | |
| 2023-10-07 | A | Pecatonica/Argyle | 1-8 | D7 | W | 43-14 | |
| 2023-10-13 | H | Potosi/Cassville | 8-1 | D7 | L | 20-6 |