Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | East Jessamine | at east/west grid classic, east jessamine hs | W | 32–7 | 1-0 | ||
| Fri, Aug 27, 1999 | Fort Knox | home | W | 35–0 | 2-0 | ||
| Fri, Sep 3, 1999 | Henry County | away | W | 20–7 | 3-0 | ||
| Fri, Sep 17, 1999 | Bourbon County | away | W | 26–14 | 4-0 | District game | |
| Fri, Sep 24, 1999 | Harrison County | home | W | 48–6 | 5-0 | District game | |
| Fri, Oct 1, 1999 | Montgomery County | away | W | 28–21 | 6-0 | District game | |
| Fri, Oct 8, 1999 | Ryle | home | L | 20–25 | 6-1 | ||
| Fri, Oct 15, 1999 | Western Hills | home | W | 49–21 | 7-1 | District game | |
| Fri, Oct 22, 1999 | Grant County | away | W | 18–2 | 8-1 | District game | |
| Fri, Oct 29, 1999 | Anderson County | home | W | 47–0 | 9-1 | District game | |
| Fri, Nov 5, 1999 | Holmes | home | L | 25–41 | 9-2 | Class AAA Tournament First Round Class AAA |