Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Reidland | home | W | 24–7 | 1-0 | ||
| Fri, Sep 3, 1999 | Heath | away | L | 23–26 | 1-1 | (Triple Overtime) | |
| Fri, Sep 10, 1999 | Muhlenberg North | home | L | 34–35 | 1-2 | District game | |
| Fri, Sep 17, 1999 | Calloway County | home | L | 0–28 | 1-3 | District game | |
| Fri, Sep 24, 1999 | Hopkins County Central | home | L | 6–48 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Paducah Tilghman | away | L | 6–49 | 1-5 | District game | |
| Fri, Oct 8, 1999 | Union County | away | L | 0–20 | 1-6 | District game | |
| Fri, Oct 15, 1999 | Fulton City | away | W | 21–9 | 2-6 | ||
| Fri, Oct 22, 1999 | Ballard Memorial | away | L | 14–28 | 2-7 | ||
| Fri, Oct 29, 1999 | Murray | home | L | 18–38 | 2-8 |
