Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Logan County | away | W | 41–12 | 1-0 | ||
| Fri, Aug 27, 1999 | Barren County | away | W | 18–7 | 2-0 | ||
| Fri, Sep 10, 1999 | Elizabethtown | away | W | 31–6 | 3-0 | ||
| Fri, Sep 17, 1999 | Bardstown | home | L | 24–27 | 3-1 | ||
| Fri, Sep 24, 1999 | Bell County | home | L | 17–28 | 3-2 | ||
| Fri, Oct 1, 1999 | Edmonson County | home | W | 49–0 | 4-2 | District game | |
| Fri, Oct 8, 1999 | Butler County | away | W | 50–0 | 5-2 | District game | |
| Fri, Oct 15, 1999 | Hart County | home | W | 61–20 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Owensboro Catholic | home | L | 17–24 | 6-3 | District game | |
| Fri, Oct 29, 1999 | Monroe County | away | W | 36–6 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Muhlenberg South | home | W | 43–7 | 8-3 | Class AA Tournament First Round Class AA | |
| Fri, Nov 12, 1999 | Webster County | at webster | W | 62–12 | 9-3 | Class AA Tournament Second Round Class AA | |
| Fri, Nov 19, 1999 | Owensboro Catholic | away | W | 7–0 | 10-3 | Class AA Tournament Quarter Finals Class AA | |
| Fri, Nov 26, 1999 | Taylor County | home | W | 43–7 | 11-3 | Class AA Tournament Semi Finals Class AA | |
| Fri, Dec 3, 1999 | Boyle County | at kfec | L | 6–29 | 11-4 | Class AA Tournament Final Class AA |