Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Evarts | home | W | 14–8 | 1-0 | ||
| Sat, Aug 28, 1999 | Shelby Valley | away | L | 12–41 | 1-1 | ||
| Fri, Sep 3, 1999 | Betsy Layne | away | W | 34–0 | 2-1 | ||
| Fri, Sep 10, 1999 | Phelps | home | W | 42–0 | 3-1 | District game | |
| Fri, Sep 17, 1999 | Pikeville | home | L | 22–47 | 3-2 | District game | |
| Fri, Sep 24, 1999 | Fleming-Neon | home | W | 30–8 | 4-2 | District game | |
| Thu, Sep 30, 1999 | Jenkins | home | W | 43–14 | 5-2 | ||
| Fri, Oct 8, 1999 | Hazard | away | L | 28–49 | 5-3 | District game | |
| Fri, Oct 15, 1999 | Allen Central | away | W | 40–21 | 6-3 | ||
| Fri, Oct 22, 1999 | Paintsville | away | L | 30–34 | 6-4 | District game | |
| Fri, Oct 29, 1999 | Elkhorn City | home | W | 66–16 | 7-4 | District game | |
| Fri, Nov 5, 1999 | Harlan | away | L | 20–28 | 7-5 | Class A Tournament First Round Class A |
