Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Caverna | home | W | 27–7 | 1-0 | ||
| Sat, Aug 28, 1999 | Powell County | at craft bowl, madison southern hs | L | 8–14 | 1-1 | ||
| Fri, Sep 3, 1999 | Cumberland | home | W | 64–20 | 2-1 | ||
| Fri, Sep 17, 1999 | Pineville | away | W | 41–40 | 3-1 | ||
| Fri, Sep 24, 1999 | Frankfort | away | W | 8–6 | 4-1 | ||
| Fri, Oct 1, 1999 | Fairview | away | W | 53–6 | 5-1 | District game | |
| Fri, Oct 8, 1999 | Paris | away | W | 18–16 | 6-1 | District game | |
| Fri, Oct 15, 1999 | Nicholas County | away | L | 8–27 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Millersburg Military | home | W | 56–0 | 7-2 | District game | |
| Fri, Oct 29, 1999 | Raceland | home | W | 20–18 | 8-2 | District game | |
| Fri, Nov 5, 1999 | Newport Central Catholic | home | L | 14–35 | 8-3 | Class A Tournament First Round Class A |