Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Doss | home | W | 13–6 | 1-0 | ||
| Fri, Sep 3, 1999 | Western Hills | away | L | 6–40 | 1-1 | ||
| Fri, Sep 10, 1999 | Anderson County | home | L | 20–23 | 1-2 | ||
| Fri, Sep 17, 1999 | Meade County | away | L | 14–17 | 1-3 | District game | |
| Fri, Sep 24, 1999 | Oldham County | home | L | 24–42 | 1-4 | District game | |
| Fri, Oct 1, 1999 | South Oldham | away | W | 33–26 | 2-4 | District game | |
| Fri, Oct 8, 1999 | Nelson County | home | L | 28–56 | 2-5 | District game | |
| Fri, Oct 15, 1999 | North Hardin | home | L | 28–51 | 2-6 | District game | |
| Thu, Oct 21, 1999 | Bullitt Central | away | W | 42–34 | 3-6 | District game | |
| Fri, Oct 29, 1999 | Central Hardin | away | L | 6–24 | 3-7 | District game |
