| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 2021-08-20 | H | L | Ashland (KY) | 7 | Raceland (KY) (9) | 16 | Hx 571 | |
| 2021-08-27 | A | W | Ashland (KY) | 10 | Boyd County (KY) (0) | 7 | Hx 630 | |
| 2021-09-03 | H | L | Ashland (KY) | 21 | George Washington (8) | 35 | Hx 64 | |
| 2021-09-10 | A | L | Ashland (KY) | 0 | Wheelersburg (OH) (1) | 1 | Hx 631 | |
| 2021-09-18 | H | W | Ashland (KY) | 58 | West Jessamine (KY) (0) | 21 | Hx 657 | |
| 2021-09-24 | H | W | Ashland (KY) | 53 | Bourbon County (KY) (0) | 14 | Hx 632 | |
| 2021-10-01 | A | W | Ashland (KY) | 35 | Elizabethtown (KY) (0) | 28 | Hx 658 | |
| 2021-10-08 | A | W | Ashland (KY) | 31 | East Carter (KY) (0) | 20 | Hx 633 | |
| 2021-10-15 | A | L | Ashland (KY) | 14 | Russell (KY) (1) | 17 | Hx 634 | |
| 2021-10-22 | H | W | Ashland (KY) | 14 | Greenup County (KY) (0) | 7 | Hx 635 |