Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Muhlenberg South | home | L | 6–28 | 0-1 | ||
| Fri, Sep 3, 1999 | Ohio County | away | L | 14–34 | 0-2 | ||
| Fri, Sep 10, 1999 | Lone Oak | away | W | 35–34 | 1-2 | District game | |
| Fri, Sep 17, 1999 | Paducah Tilghman | home | L | 7–54 | 1-3 | District game | |
| Thu, Sep 23, 1999 | Todd County Central | home | L | 21–41 | 1-4 | ||
| Fri, Oct 1, 1999 | Hopkins County Central | home | L | 6–58 | 1-5 | District game | |
| Fri, Oct 8, 1999 | Grayson County | away | W | 26–10 | 2-5 | ||
| Fri, Oct 15, 1999 | McLean County | away | W | 23–21 | 3-5 | ||
| Fri, Oct 22, 1999 | Union County | home | L | 7–64 | 3-6 | District game | |
| Fri, Oct 29, 1999 | Calloway County | away | L | 14–42 | 3-7 | District game |
