Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | North Hardin | away | L | 6–47 | 0-1 | ||
| Fri, Aug 27, 1999 | DeSales | at iroquois hs | L | 12–13 | 0-2 | ||
| Fri, Sep 3, 1999 | South Oldham | home | L | 20–41 | 0-3 | ||
| Fri, Sep 10, 1999 | Western | away | W | 28–0 | 1-3 | ||
| Fri, Sep 17, 1999 | Pleasure Ridge Park | home | L | 21–54 | 1-4 | ||
| Fri, Oct 1, 1999 | Trimble County | home | W | 35–7 | 2-4 | District game | |
| Fri, Oct 8, 1999 | Bardstown | away | L | 21–58 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Christian Academy-Louisville | home | W | 48–0 | 3-5 | District game | |
| Fri, Oct 22, 1999 | Carroll County | away | L | 14–28 | 3-6 | District game | |
| Fri, Oct 29, 1999 | Frankfort | home | L | 7–10 | 3-7 | District game | |
| Fri, Nov 5, 1999 | Harrodsburg | away | L | 7–48 | 3-8 | Class A Tournament First Round Class A |
