| Date | Location | Result | |
| Sep 15, 2023 | Madison Southern | MADISON SOUTHERN 36, HENRY CLAY 6 | Box score |
| Sep 08, 2023 | Unknown | GEORGE ROGERS CLARK 48, HENRY CLAY 27 | Box score |
| Sep 01, 2023 | Lexington, Ky. | GREAT CROSSING 41, HENRY CLAY 0 | Box score |
| Aug 25, 2023 | Union KY | Cooper Jaguars 42, HENRY CLAY 2 | Box score |
| Aug 18, 2023 | HENRY CLAY HS | FLEMING COUNTY 20, HENRY CLAY 18 | Box score |