| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 2023-08-18 | H | W | Ashland (KY) | 28 | Raceland (KY) (0) | 21 | Hx 645 | |
| 2023-08-26 | H | W | Ashland (KY) | 56 | West Jessamine (KY) (0) | 13 | Hx 646 | |
| 2023-09-01 | A | W | Ashland (KY) | 42 | George Washington (6) | 21 | Hx 62 | |
| 2023-09-08 | A | W | Ashland (KY) | 45 | Bardstown (KY) (0) | 24 | Hx 647 | |
| 2023-09-15 | H | W | Ashland (KY) | 47 | Russell (KY) (0) | 10 | Hx 648 | |
| 2023-09-22 | H | W | Ashland (KY) | 63 | Greenup County (KY) (0) | 7 | Hx 649 | |
| 2023-09-29 | H | W | Ashland (KY) | 48 | Rowan County (KY) (0) | 0 | Hx 650 | |
| 2023-10-06 | A | W | Ashland (KY) | 43 | Boyd County (KY) (0) | 15 | Hx 651 | |
| 2023-10-20 | A | L | Ashland (KY) | 33 | Johnson Central (KY) (1) | 36 | Hx 652 | |
| 2023-10-27 | H | W | Ashland (KY) | 49 | Simon Kenton (KY) (0) | 42 | Hx 653 |