Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Sheldon Clark | home | L | 12–27 | 0-1 | ||
| Sat, Aug 28, 1999 | Magoffin County | at coca cola bowl, shelby valley hs | L | 0–6 | 0-2 | ||
| Fri, Sep 3, 1999 | Shelby Valley | home | L | 11–38 | 0-3 | ||
| Fri, Sep 10, 1999 | McCreary Central | away | L | 13–26 | 0-4 | ||
| Fri, Sep 24, 1999 | Rockcastle County | away | L | 0–55 | 0-5 | District game | |
| Fri, Oct 1, 1999 | Lewis County | home | L | 23–31 | 0-6 | ||
| Fri, Oct 8, 1999 | Cawood | away | L | 7–25 | 0-7 | District game | |
| Fri, Oct 15, 1999 | Bell County | home | L | 8–54 | 0-8 | District game | |
| Fri, Oct 22, 1999 | Knox Central | home | W | 19–18 | 1-8 | District game | |
| Fri, Oct 29, 1999 | Whitley County | away | L | 12–45 | 1-9 | District game |
