Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Pineville | home | L | 22–28 | 0-1 | ||
| Fri, Aug 27, 1999 | Danville | home | L | 8–37 | 0-2 | ||
| Fri, Sep 3, 1999 | Fleming-Neon | away | W | 34–7 | 1-2 | District game | |
| Fri, Sep 10, 1999 | Pikeville | home | L | 20–56 | 1-3 | District game | |
| Fri, Sep 17, 1999 | Perry County Central | home | W | 21–13 | 2-3 | ||
| Fri, Sep 24, 1999 | Jenkins | away | W | 38–18 | 3-3 | ||
| Fri, Oct 8, 1999 | South Floyd | home | W | 49–28 | 4-3 | District game | |
| Fri, Oct 15, 1999 | Paintsville | home | W | 33–0 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Elkhorn City | away | W | 41–6 | 6-3 | District game | |
| Fri, Oct 29, 1999 | Phelps | away | W | 57–0 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Lynn Camp | home | L | 7–23 | 7-4 | Class A Tournament First Round Class A |
