Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Greenwood | at greenview bowl, bowling green hs | L | 0–16 | 0-1 | ||
| Sat, Aug 28, 1999 | Christian County | at pennyrile bowl, christian county hs | W | 35–12 | 1-1 | ||
| Fri, Sep 3, 1999 | North Hardin | home | L | 7–31 | 1-2 | ||
| Fri, Sep 10, 1999 | Bowling Green | away | L | 6–28 | 1-3 | District game | |
| Fri, Sep 17, 1999 | Daviess County | away | L | 35–36 | 1-4 | ||
| Fri, Sep 24, 1999 | Owensboro | away | L | 13–14 | 1-5 | District game (overtime) | |
| Fri, Oct 1, 1999 | Warren East | home | W | 56–8 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Logan County | away | W | 35–0 | 3-5 | District game | |
| Fri, Oct 22, 1999 | Allen County-Scottsville | home | W | 33–28 | 4-5 | District game | |
| Fri, Oct 29, 1999 | Franklin-Simpson | away | L | 7–19 | 4-6 | District game | |
| Fri, Nov 5, 1999 | Calloway County | away | W | 14–7 | 5-6 | Class AAA Tournament First Round Class AAA | |
| Fri, Nov 12, 1999 | Owensboro | away | L | 0–35 | 5-7 | Class AAA Tournament Second Round Class AAA |