Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Grayson County | home | L | 12–48 | 0-1 | ||
| Fri, Aug 27, 1999 | Bardstown | home | L | 0–41 | 0-2 | ||
| Fri, Sep 3, 1999 | Moore | home | L | 21–22 | 0-3 | ||
| Fri, Sep 10, 1999 | Ohio County | home | L | 8–41 | 0-4 | ||
| Fri, Sep 17, 1999 | Owensboro Catholic | away | L | 6–44 | 0-5 | District game | |
| Fri, Sep 24, 1999 | Muhlenberg South | away | L | 14–41 | 0-6 | ||
| Fri, Oct 8, 1999 | Glasgow | home | L | 0–50 | 0-7 | District game | |
| Fri, Oct 15, 1999 | Monroe County | away | L | 6–40 | 0-8 | District game | |
| Fri, Oct 22, 1999 | Hart County | away | W | 29–28 | 1-8 | District game | |
| Thu, Oct 28, 1999 | Edmonson County | home | L | 20–40 | 1-9 | District game |
