Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | East Carter | home | W | 40–10 | 1-0 | ||
| Fri, Sep 3, 1999 | Rowan County | away | W | 46–0 | 2-0 | ||
| Fri, Sep 10, 1999 | Bellevue | home | L | 0–31 | 2-1 | ||
| Fri, Sep 17, 1999 | Russell | home | L | 7–27 | 2-2 | District game | |
| Fri, Sep 24, 1999 | Bath County | away | W | 48–6 | 3-2 | District game | |
| Fri, Oct 1, 1999 | Lloyd Memorial | away | W | 50–20 | 4-2 | District game | |
| Fri, Oct 8, 1999 | Newport | home | W | 43–26 | 5-2 | District game | |
| Fri, Oct 15, 1999 | Lewis County | away | W | 55–0 | 6-2 | ||
| Fri, Oct 22, 1999 | Fleming County | home | W | 55–14 | 7-2 | District game | |
| Fri, Oct 29, 1999 | West Carter | away | W | 40–0 | 8-2 | District game | |
| Fri, Nov 5, 1999 | Lexington Catholic | away | L | 27–59 | 8-3 | Class AA Tournament First Round Class AA |
