Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Crittenden County | away | L | 14–20 | 0-1 | ||
| Fri, Sep 3, 1999 | Lone Oak | home | W | 26–23 | 1-1 | (Triple Overtime) | |
| Fri, Sep 10, 1999 | Ballard Memorial | home | L | 0–6 | 1-2 | ||
| Fri, Sep 17, 1999 | Muhlenberg South | home | L | 12–14 | 1-3 | District game | |
| Fri, Sep 24, 1999 | McLean County | away | L | 20–21 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Murray | home | L | 20–42 | 1-5 | ||
| Fri, Oct 8, 1999 | Fort Campbell | away | W | 6–0 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Reidland | away | W | 28–21 | 3-5 | District game | |
| Fri, Oct 22, 1999 | Caldwell County | away | W | 20–10 | 4-5 | District game | |
| Fri, Oct 29, 1999 | Webster County | home | L | 27–28 | 4-6 | District game | |
| Thu, Nov 4, 1999 | Owensboro Catholic | away | L | 0–31 | 4-7 | Class AA Tournament First Round Class AA |
