Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Edmonson County | away | W | 29–0 | 1-0 | ||
| Fri, Aug 27, 1999 | Muhlenberg North | away | W | 28–6 | 2-0 | ||
| Fri, Sep 3, 1999 | McLean County | home | L | 34–35 | 2-1 | District game (Double Overtime) | |
| Fri, Sep 10, 1999 | Webster County | home | L | 16–20 | 2-2 | District game | |
| Fri, Sep 17, 1999 | Heath | away | W | 14–12 | 3-2 | District game | |
| Fri, Sep 24, 1999 | Butler County | home | W | 41–14 | 4-2 | ||
| Fri, Oct 1, 1999 | Reidland | away | L | 19–20 | 4-3 | District game | |
| Fri, Oct 15, 1999 | Fort Campbell | home | W | 34–18 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Trousdale, TN | away | W | 14–13 | 6-3 | ||
| Fri, Oct 29, 1999 | Caldwell County | home | W | 33–6 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Glasgow | away | L | 7–43 | 7-4 | Class AA Tournament First Round Class AA |
