Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Christian County | at greenview bowl, bowling green hs | W | 47–7 | 1-0 | ||
| Sat, Aug 28, 1999 | Lexington Catholic | at new image gridiron classic, georgetown college | L | 0–35 | 1-1 | ||
| Fri, Sep 3, 1999 | Greenwood | away | W | 35–0 | 2-1 | ||
| Fri, Sep 10, 1999 | Warren Central | home | W | 28–6 | 3-1 | District game | |
| Fri, Sep 17, 1999 | Logan County | home | W | 52–0 | 4-1 | District game | |
| Fri, Sep 24, 1999 | Franklin-Simpson | home | L | 13–14 | 4-2 | District game | |
| Fri, Oct 1, 1999 | Butler | away | W | 18–0 | 5-2 | ||
| Fri, Oct 15, 1999 | Allen County-Scottsville | home | W | 48–7 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Owensboro | away | L | 14–17 | 6-3 | District game (double overtime) | |
| Fri, Oct 29, 1999 | Warren East | away | W | 38–15 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Union County | away | W | 20–12 | 8-3 | Class AAA Tournament First Round Class AAA | |
| Fri, Nov 12, 1999 | Franklin-Simpson | away | L | 0–14 | 8-4 | Class AAA Tournament Second Round Class AAA |