Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Murray | at murray state university | W | 12–9 | 1-0 | (Overtime) | |
| Fri, Aug 27, 1999 | Heath | home | W | 20–14 | 2-0 | ||
| Fri, Sep 3, 1999 | Fulton County | away | W | 42–0 | 3-0 | ||
| Fri, Sep 17, 1999 | Ballard Memorial | away | W | 7–0 | 4-0 | ||
| Fri, Sep 24, 1999 | Caldwell County | home | W | 32–7 | 5-0 | ||
| Fri, Oct 1, 1999 | Webster County | home | W | 27–6 | 6-0 | ||
| Fri, Oct 8, 1999 | Russellville | away | W | 27–12 | 7-0 | District game | |
| Fri, Oct 15, 1999 | Trigg County | home | W | 21–0 | 8-0 | District game | |
| Fri, Oct 22, 1999 | Hancock County | away | L | 13–38 | 8-1 | District game | |
| Fri, Oct 29, 1999 | Todd County Central | home | W | 7–6 | 9-1 | District game | |
| Fri, Nov 5, 1999 | Fulton County | home | W | 54–8 | 10-1 | Class A Tournament First Round Class A | |
| Fri, Nov 12, 1999 | Mayfield | away | L | 14–48 | 10-2 | Class A Tournament Second Round Class A |