Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Whitesburg | at pine montain classic, whitesburg hs | W | 24–7 | 1-0 | ||
| Fri, Aug 27, 1999 | Pulaski County | home | W | 40–0 | 2-0 | ||
| Fri, Sep 3, 1999 | Wayne County | home | W | 43–26 | 3-0 | ||
| Fri, Sep 10, 1999 | Cumberland | away | W | 55–12 | 4-0 | ||
| Fri, Sep 17, 1999 | Russell County | home | W | 35–14 | 5-0 | ||
| Fri, Sep 24, 1999 | Knox Central | away | W | 55–0 | 6-0 | ||
| Fri, Oct 1, 1999 | Harrodsburg | away | L | 13–21 | 6-1 | District game | |
| Fri, Oct 15, 1999 | Metcalfe County | home | W | 56–7 | 7-1 | District game | |
| Fri, Oct 22, 1999 | Danville | away | L | 14–35 | 7-2 | District game | |
| Fri, Oct 29, 1999 | Campbellsville | home | L | 11–42 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Bardstown | away | W | 28–25 | 8-3 | Class A Tournament First Round Class A | |
| Fri, Nov 12, 1999 | Campbellsville | away | W | 41–34 | 9-3 | Class A Tournament Second Round Class A | |
| Fri, Nov 19, 1999 | Danville | away | W | 10–0 | 10-3 | Class A Tournament Quarter Finals Class A | |
| Fri, Nov 26, 1999 | Hancock County | away | L | 20–47 | 10-4 | Class A Tournament Semi Finals Class A |