Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Calloway County | home | L | 19–26 | 0-1 | ||
| Fri, Sep 3, 1999 | Paducah Tilghman | home | W | 51–27 | 1-1 | ||
| Fri, Sep 10, 1999 | Mayfield | away | W | 38–26 | 2-1 | ||
| Fri, Sep 17, 1999 | Hopkinsville | away | L | 3–33 | 2-2 | District game | |
| Fri, Sep 24, 1999 | Fulton County | home | W | 51–7 | 3-2 | ||
| Fri, Oct 1, 1999 | Cape Central, MO | home | W | 17–7 | 4-2 | ||
| Fri, Oct 8, 1999 | Henderson County | away | W | 35–7 | 5-2 | District game | |
| Fri, Oct 15, 1999 | Madisonville-North Hopkins | home | W | 41–34 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Christian County | away | W | 36–7 | 7-2 | District game | |
| Fri, Oct 29, 1999 | Marshall County | away | L | 14–35 | 7-3 | District game | |
| Sat, Nov 6, 1999 | Daviess County | home | L | 25–26 | 7-4 | Class AAAA Tournament First Round Class AAAA |
