Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Glasgow | home | L | 12–41 | 0-1 | ||
| Sat, Sep 4, 1999 | Grant County | away | W | 41–25 | 1-1 | ||
| Fri, Sep 10, 1999 | Greenwood | home | L | 7–35 | 1-2 | ||
| Fri, Sep 17, 1999 | Bowling Green | away | L | 0–52 | 1-3 | District game | |
| Fri, Sep 24, 1999 | Russellville | away | L | 19–24 | 1-4 | ||
| Fri, Oct 1, 1999 | Allen County-Scottsville | away | L | 7–8 | 1-5 | District game | |
| Fri, Oct 8, 1999 | Warren East | away | W | 20–14 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Warren Central | home | L | 0–35 | 2-6 | District game | |
| Fri, Oct 22, 1999 | Franklin-Simpson | home | L | 12–56 | 2-7 | District game | |
| Fri, Oct 29, 1999 | Owensboro | home | L | 27–38 | 2-8 | District game |
