Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | North Bullitt | away | L | 21–22 | 0-1 | ||
| Fri, Sep 3, 1999 | Nelson County | home | L | 3–21 | 0-2 | ||
| Fri, Sep 10, 1999 | Washington County | away | L | 12–27 | 0-3 | ||
| Fri, Sep 17, 1999 | Madison Southern | home | W | 53–12 | 1-3 | District game | |
| Fri, Sep 24, 1999 | East Jessamine | away | L | 14–15 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Pulaski County | home | W | 20–6 | 2-4 | District game | |
| Fri, Oct 8, 1999 | Adair County | home | W | 39–0 | 3-4 | District game | |
| Fri, Oct 15, 1999 | Lincoln County | away | L | 6–24 | 3-5 | District game | |
| Fri, Oct 22, 1999 | Southwestern | at pulaski southwestern | L | 26–69 | 3-6 | District game | |
| Fri, Oct 29, 1999 | McCreary Central | home | W | 47–8 | 4-6 | District game | |
| Fri, Nov 5, 1999 | Central | at shawnee | L | 0–58 | 4-7 | Class AAA Tournament First Round Class AAA |
