Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Madisonville-North Hopkins | home | W | 24–0 | 1-0 | ||
| Fri, Sep 3, 1999 | Webster County | home | W | 14–6 | 2-0 | ||
| Fri, Sep 10, 1999 | Caldwell County | home | W | 40–0 | 3-0 | ||
| Fri, Sep 17, 1999 | Fort Campbell | away | W | 42–0 | 4-0 | ||
| Fri, Sep 24, 1999 | Lone Oak | away | W | 48–6 | 5-0 | District game | |
| Fri, Oct 1, 1999 | Muhlenberg North | away | W | 58–6 | 6-0 | District game | |
| Fri, Oct 8, 1999 | Paducah Tilghman | home | W | 27–7 | 7-0 | District game | |
| Fri, Oct 15, 1999 | Calloway County | home | L | 14–17 | 7-1 | District game | |
| Fri, Oct 22, 1999 | Todd County Central | away | W | 21–0 | 8-1 | ||
| Fri, Oct 29, 1999 | Union County | away | L | 10–20 | 8-2 | District game | |
| Fri, Nov 5, 1999 | Owensboro | away | L | 7–14 | 8-3 | Class AAA Tournament First Round Class AAA |