Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Boyd County | at pike county bowl, pikeville hs | W | 21–2 | 1-0 | ||
| Sat, Aug 28, 1999 | Ryle | at comair bowl, ryle hs | L | 17–42 | 1-1 | ||
| Fri, Sep 3, 1999 | Lawrence County | home | L | 6–50 | 1-2 | ||
| Fri, Sep 10, 1999 | Betsy Layne | away | W | 47–6 | 2-2 | District game | |
| Fri, Sep 24, 1999 | Pikeville | home | L | 8–26 | 2-3 | ||
| Thu, Sep 30, 1999 | Pike County Central | away | W | 32–0 | 3-3 | District game | |
| Fri, Oct 8, 1999 | Prestonsburg | away | W | 27–6 | 4-3 | District game | |
| Fri, Oct 15, 1999 | Whitesburg | home | W | 39–0 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Ironton, OH | home | W | 17–14 | 6-3 | ||
| Fri, Oct 29, 1999 | Shelby Valley | away | W | 28–6 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Estill County | home | W | 62–12 | 8-3 | Class AA Tournament First Round Class AA | |
| Fri, Nov 12, 1999 | Breathitt County | home | L | 42–47 | 8-4 | Class AA Tournament Second Round Class AA |
