Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Hart County | away | W | 36–29 | 1-0 | ||
| Fri, Sep 3, 1999 | Metcalfe County | away | W | 44–14 | 2-0 | ||
| Fri, Sep 10, 1999 | Adair County | home | W | 19–11 | 3-0 | ||
| Fri, Sep 17, 1999 | Campbellsville | away | L | 8–38 | 3-1 | ||
| Fri, Sep 24, 1999 | Edmonson County | home | W | 62–32 | 4-1 | ||
| Fri, Oct 1, 1999 | Russell County | away | W | 40–14 | 5-1 | District game | |
| Fri, Oct 8, 1999 | Casey County | away | W | 40–12 | 6-1 | District game | |
| Fri, Oct 15, 1999 | Wayne County | home | L | 20–21 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Corbin | home | L | 21–41 | 6-3 | District game | |
| Fri, Oct 29, 1999 | Taylor County | away | L | 8–41 | 6-4 | District game | |
| Fri, Nov 5, 1999 | LaRue County | away | L | 12–49 | 6-5 | Class AA Tournament First Round Class AA |
