Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Somerset | away | L | 0–40 | 0-1 | ||
| Fri, Sep 3, 1999 | Clay County | away | L | 0–35 | 0-2 | ||
| Fri, Sep 10, 1999 | Russell County | home | L | 0–27 | 0-3 | ||
| Fri, Sep 17, 1999 | East Jessamine | away | L | 0–6 | 0-4 | District game | |
| Fri, Sep 24, 1999 | Adair County | home | W | 18–14 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Marion County | away | L | 6–20 | 1-5 | District game | |
| Fri, Oct 8, 1999 | Lincoln County | home | L | 6–34 | 1-6 | District game | |
| Fri, Oct 15, 1999 | Southwestern | home | L | 7–61 | 1-7 | District game | |
| Fri, Oct 22, 1999 | McCreary Central | home | L | 35–38 | 1-8 | District game | |
| Fri, Oct 29, 1999 | Madison Southern | away | W | 27–7 | 2-8 | District game |
