Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Apollo | home | W | 33–16 | 1-0 | ||
| Fri, Aug 27, 1999 | Webster County | away | W | 49–14 | 2-0 | ||
| Fri, Sep 10, 1999 | Christian County | away | L | 33–34 | 2-1 | ||
| Fri, Sep 17, 1999 | Mayfield | away | L | 20–32 | 2-2 | ||
| Fri, Sep 24, 1999 | Calloway County | home | L | 14–28 | 2-3 | District game | |
| Fri, Oct 1, 1999 | Henderson County | home | W | 34–6 | 3-3 | ||
| Fri, Oct 8, 1999 | Lone Oak | home | W | 20–0 | 4-3 | District game | |
| Fri, Oct 15, 1999 | Paducah Tilghman | away | W | 28–7 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Muhlenberg North | away | W | 64–7 | 6-3 | District game | |
| Fri, Oct 29, 1999 | Hopkins County Central | home | W | 20–10 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Bowling Green | home | L | 12–20 | 7-4 | Class AAA Tournament First Round Class AAA |
