Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Pikeville | away | L | 0–39 | 0-1 | ||
| Fri, Sep 3, 1999 | Sheldon Clark | home | L | 6–48 | 0-2 | ||
| Fri, Sep 10, 1999 | Mount View, WV | away | L | 6–31 | 0-3 | ||
| Fri, Sep 17, 1999 | Grundy, VA | away | L | 0–18 | 0-4 | ||
| Fri, Sep 24, 1999 | Whitesburg | away | W | 26–14 | 1-4 | District game | |
| Fri, Oct 1, 1999 | Betsy Layne | home | W | 46–13 | 2-4 | District game | |
| Fri, Oct 8, 1999 | Belfry | home | L | 6–27 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Pike County Central | away | W | 22–6 | 3-5 | District game | |
| Fri, Oct 22, 1999 | Shelby Valley | home | L | 14–20 | 3-6 | District game | |
| Fri, Oct 29, 1999 | Harrison County | away | L | 6–36 | 3-7 | ||
| Fri, Nov 5, 1999 | Breathitt County | away | L | 12–55 | 3-8 | Class AA Tournament First Round Class AA |
