Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 28, 1999 | Knox Central | at craft bowl, madison southern hs | W | 28–20 | 1-0 | ||
| Fri, Sep 3, 1999 | Estill County | away | L | 24–47 | 1-1 | ||
| Fri, Sep 10, 1999 | Garrard County | away | L | 0–64 | 1-2 | ||
| Fri, Sep 17, 1999 | Marion County | away | L | 12–53 | 1-3 | District game | |
| Fri, Sep 24, 1999 | Lincoln County | home | L | 19–48 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Southwestern | home | L | 0–64 | 1-5 | District game | |
| Fri, Oct 8, 1999 | McCreary Central | away | L | 16–36 | 1-6 | District game | |
| Fri, Oct 15, 1999 | Adair County | away | W | 33–13 | 2-6 | District game | |
| Fri, Oct 22, 1999 | East Jessamine | away | L | 14–35 | 2-7 | District game | |
| Fri, Oct 29, 1999 | Pulaski County | home | L | 7–27 | 2-8 | District game |
