Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Lewis County | home | W | 18–12 | 1-0 | ||
| Fri, Aug 27, 1999 | Paris | away | L | 29–46 | 1-1 | District game | |
| Fri, Sep 10, 1999 | West Carter | home | L | 14–33 | 1-2 | ||
| Fri, Sep 10, 1999 | Open | home | |||||
| Fri, Sep 17, 1999 | Morgan County | away | L | 21–46 | 1-3 | ||
| Fri, Sep 24, 1999 | Nicholas County | home | L | 12–53 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Berea | home | L | 6–53 | 1-5 | District game | |
| Sat, Oct 9, 1999 | Millersburg Military | at millersburg military academy | W | 20–6 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Raceland | away | L | 8–49 | 2-6 | District game | |
| Fri, Oct 22, 1999 | Jenkins | away | W | 41–8 | 3-6 | ||
| Fri, Oct 29, 1999 | Betsy Layne | home | W | 46–15 | 4-6 |
