Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Holy Cross (Louisville) | at iroquois hs | W | 13–12 | 1-0 | ||
| Fri, Sep 3, 1999 | Iroquois | away | L | 17–27 | 1-1 | ||
| Sat, Sep 11, 1999 | DuPont Manual | at iroquois hs | L | 7–35 | 1-2 | ||
| Fri, Sep 17, 1999 | Moore | away | W | 31–14 | 2-2 | District game | |
| Fri, Sep 24, 1999 | Fort Knox | at iroquois hs | W | 21–13 | 3-2 | District game | |
| Fri, Oct 1, 1999 | Elizabethtown | away | L | 35–41 | 3-3 | District game | |
| Fri, Oct 8, 1999 | Washington County | away | L | 9–12 | 3-4 | District game | |
| Sat, Oct 16, 1999 | Western | at iroquois hs | W | 52–15 | 4-4 | District game | |
| Fri, Oct 22, 1999 | Shawnee | away | W | 24–14 | 5-4 | District game | |
| Sat, Oct 30, 1999 | LaRue County | at iroquois hs | L | 7–20 | 5-5 | District game | |
| Fri, Nov 5, 1999 | Corbin | away | L | 7–25 | 5-6 | Class AA Tournament First Round Class AA |
