Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Breathitt County | at recreation bowl, montgomery county hs | L | 15–42 | 0-1 | ||
| Fri, Sep 3, 1999 | Lexington Catholic | away | L | 8–48 | 0-2 | ||
| Fri, Sep 10, 1999 | George Rogers Clark | home | W | 17–14 | 1-2 | ||
| Fri, Sep 17, 1999 | Harrison County | away | L | 21–43 | 1-3 | District game | |
| Fri, Sep 24, 1999 | Danville | home | L | 21–47 | 1-4 | ||
| Fri, Oct 1, 1999 | Franklin County | home | L | 21–28 | 1-5 | District game | |
| Fri, Oct 8, 1999 | Western Hills | away | W | 28–21 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Grant County | home | L | 27–47 | 2-6 | District game | |
| Fri, Oct 22, 1999 | Anderson County | away | L | 0–28 | 2-7 | District game | |
| Fri, Oct 29, 1999 | Bourbon County | home | L | 0–25 | 2-8 | District game |
