Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | DuPont Manual | home | L | 6–54 | 0-1 | ||
| Fri, Aug 27, 1999 | Waggener | away | L | 20–49 | 0-2 | ||
| Fri, Sep 10, 1999 | Holy Cross (Louisville) | home | L | 0–28 | 0-3 | ||
| Fri, Sep 17, 1999 | Washington County | away | L | 0–55 | 0-4 | District game | |
| Fri, Sep 24, 1999 | Shawnee | home | W | 37–28 | 1-4 | District game | |
| Fri, Oct 1, 1999 | LaRue County | home | L | 7–52 | 1-5 | District game | |
| Fri, Oct 8, 1999 | Moore | home | L | 14–35 | 1-6 | District game | |
| Sat, Oct 16, 1999 | DeSales | at iroquois hs | L | 15–52 | 1-7 | District game | |
| Fri, Oct 22, 1999 | Fort Knox | away | L | 0–50 | 1-8 | District game | |
| Fri, Oct 29, 1999 | Elizabethtown | home | L | 6–73 | 1-9 | District game |
