Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | McLean County | away | L | 6–12 | 0-1 | ||
| Fri, Aug 27, 1999 | Breckinridge County | home | L | 14–24 | 0-2 | ||
| Fri, Sep 3, 1999 | Muhlenberg North | home | W | 34–14 | 1-2 | ||
| Fri, Sep 10, 1999 | Butler County | away | W | 41–8 | 2-2 | ||
| Fri, Sep 17, 1999 | Grayson County | away | W | 40–27 | 3-2 | District game | |
| Fri, Sep 24, 1999 | Greenwood | home | L | 12–32 | 3-3 | District game | |
| Fri, Oct 1, 1999 | Daviess County | home | L | 19–20 | 3-4 | District game | |
| Fri, Oct 15, 1999 | Barren County | home | L | 14–48 | 3-5 | District game | |
| Fri, Oct 22, 1999 | Apollo | away | L | 6–32 | 3-6 | District game | |
| Fri, Oct 29, 1999 | Allen County-Scottsville | away | L | 0–49 | 3-7 |
