Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Cumberland | at pine mountain classic, whitesburg hs | W | 33–6 | 1-0 | ||
| Fri, Aug 27, 1999 | Harlan | home | L | 23–27 | 1-1 | ||
| Fri, Sep 3, 1999 | Hazard | home | L | 7–34 | 1-2 | District game | |
| Fri, Sep 10, 1999 | Paintsville | away | L | 42–46 | 1-3 | District game | |
| Fri, Sep 24, 1999 | South Floyd | away | L | 8–30 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Whitesburg | away | L | 6–23 | 1-5 | ||
| Fri, Oct 8, 1999 | Elkhorn City | home | W | 47–20 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Pikeville | away | L | 6–58 | 2-6 | District game | |
| Fri, Oct 22, 1999 | Phelps | home | W | 59–20 | 3-6 | District game | |
| Fri, Oct 29, 1999 | Jenkins | at fleming-neom | W | 69–6 | 4-6 |
