| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 2023-08-25 | H | W | Webster County | 40 | Richwood (1) | 0 | Hx 435 | |
| 2023-09-01 | A | L | Webster County | 14 | Williamstown (14) | 60 | Hx 418 | |
| 2023-09-08 | H | W | Webster County | 52 | Tygarts Valley (3) | 0 | Hx 436 | |
| 2023-09-15 | A | L | Webster County | 18 | Tyler Consolidated (8) | 48 | Hx 437 | |
| 2023-09-22 | H | L | Webster County | 8 | South Harrison (4) | 16 | Hx 438 | |
| 2023-10-06 | H | L | Webster County | 0 | St. Marys (9) | 39 | Hx 439 | |
| 2023-10-13 | H | L | Webster County | 20 | Gilmer County (6) | 22 | Hx 440 | |
| 2023-10-20 | A | L | Webster County | 36 | Wahama (11) | 64 | Hx 441 | |
| 2023-10-27 | A | W | Webster County | 38 | Calhoun County (0) | 23 | Hx 442 | |
| 2023-11-03 | H | L | Webster County | 6 | Wirt County (6) | 37 | Hx 434 |