Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Fulton County | home | W | 20–0 | 1-0 | ||
| Fri, Aug 27, 1999 | Franklin-Simpson | away | L | 6–49 | 1-1 | ||
| Fri, Sep 3, 1999 | Christian County | home | L | 6–27 | 1-2 | ||
| Fri, Sep 10, 1999 | Fort Campbell | away | W | 18–0 | 2-2 | ||
| Fri, Sep 17, 1999 | Murray | away | W | 30–24 | 3-2 | (Triple Overtime) | |
| Fri, Sep 24, 1999 | Logan County | home | W | 24–19 | 4-2 | ||
| Fri, Oct 1, 1999 | Todd County Central | away | W | 18–12 | 5-2 | District game (overtime) | |
| Fri, Oct 8, 1999 | Crittenden County | home | L | 12–27 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Trigg County | away | W | 24–13 | 6-3 | District game | |
| Fri, Oct 29, 1999 | Hancock County | home | L | 12–60 | 6-4 | District game | |
| Fri, Nov 5, 1999 | Murray | away | L | 20–41 | 6-5 | Class A Tournament First Round Class A |
