Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Hart County | away | W | 55–6 | 1-0 | ||
| Fri, Aug 27, 1999 | Edmonson County | away | W | 55–6 | 2-0 | ||
| Fri, Sep 3, 1999 | Campbellsville | home | L | 7–33 | 2-1 | ||
| Fri, Sep 10, 1999 | LaRue County | away | W | 15–14 | 3-1 | ||
| Fri, Sep 24, 1999 | Monroe County | home | W | 24–7 | 4-1 | ||
| Thu, Sep 30, 1999 | Wayne County | home | W | 21–6 | 5-1 | District game | |
| Fri, Oct 8, 1999 | Corbin | away | L | 20–27 | 5-2 | District game | |
| Fri, Oct 15, 1999 | Casey County | home | W | 41–0 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Russell County | away | W | 32–0 | 7-2 | District game | |
| Fri, Oct 29, 1999 | Green County | home | W | 41–8 | 8-2 | District game | |
| Fri, Nov 5, 1999 | Elizabethtown | home | W | 41–6 | 9-2 | Class AA Tournament First Round Class AA | |
| Fri, Nov 12, 1999 | LaRue County | away | W | 26–21 | 10-2 | Class AA Tournament Second Round Class AA | |
| Fri, Nov 19, 1999 | Corbin | away | W | 14–0 | 11-2 | Class AA Tournament Quarter Finals Class AA | |
| Fri, Nov 26, 1999 | Glasgow | away | L | 7–43 | 11-3 | Class AA Tournament Semi Finals Class AA |