Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Paintsville | away | L | 20–22 | 0-1 | ||
| Fri, Aug 27, 1999 | Rowan County | home | W | 19–14 | 1-1 | ||
| Fri, Sep 3, 1999 | Lewis County | away | W | 39–23 | 2-1 | ||
| Fri, Sep 10, 1999 | Nicholas County | away | L | 0–22 | 2-2 | ||
| Fri, Sep 17, 1999 | Lloyd Memorial | home | W | 35–21 | 3-2 | District game | |
| Fri, Sep 24, 1999 | Russell | away | L | 0–14 | 3-3 | District game | |
| Fri, Oct 1, 1999 | Newport | home | L | 14–36 | 3-4 | District game | |
| Fri, Oct 8, 1999 | Bath County | away | W | 12–6 | 4-4 | District game | |
| Fri, Oct 15, 1999 | West Carter | home | W | 38–8 | 5-4 | District game | |
| Fri, Oct 22, 1999 | Mason County | away | L | 14–55 | 5-5 | District game | |
| Fri, Nov 5, 1999 | Boyle County | away | L | 8–49 | 5-6 | Class AA Tournament First Round Class AA |
