Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Adair County | home | W | 58–17 | 1-0 | ||
| Fri, Sep 3, 1999 | Allen County-Scottsville | home | W | 19–13 | 2-0 | (Overtime) | |
| Fri, Sep 10, 1999 | Pulaski County | away | W | 27–0 | 3-0 | ||
| Fri, Sep 17, 1999 | Somerset | away | L | 14–35 | 3-1 | ||
| Fri, Sep 24, 1999 | Campbellsville | home | L | 0–39 | 3-2 | ||
| Fri, Oct 1, 1999 | Green County | home | L | 14–40 | 3-3 | District game | |
| Fri, Oct 8, 1999 | Wayne County | away | W | 41–20 | 4-3 | District game | |
| Fri, Oct 15, 1999 | Corbin | away | L | 22–69 | 4-4 | District game | |
| Fri, Oct 22, 1999 | Taylor County | home | L | 0–32 | 4-5 | District game | |
| Fri, Oct 29, 1999 | Casey County | away | L | 6–19 | 4-6 | District game |
