Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Corbin | at constitution bowl, danville hs | L | 7–21 | 0-1 | ||
| Sat, Aug 28, 1999 | Grant County | away | W | 45–12 | 1-1 | ||
| Fri, Sep 3, 1999 | Lincoln County | away | W | 14–7 | 2-1 | ||
| Fri, Sep 10, 1999 | Madison Southern | home | W | 64–0 | 3-1 | ||
| Fri, Sep 24, 1999 | Owen County | home | W | 73–8 | 4-1 | District game | |
| Fri, Oct 1, 1999 | Lexington Catholic | away | L | 14–43 | 4-2 | District game | |
| Fri, Oct 8, 1999 | Mercer County | home | L | 28–33 | 4-3 | District game | |
| Fri, Oct 15, 1999 | West Jessamine | away | W | 38–22 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Henry County | home | W | 38–14 | 6-3 | District game | |
| Fri, Oct 29, 1999 | Boyle County | away | L | 6–60 | 6-4 | District game | |
| Fri, Nov 5, 1999 | Newport | away | W | 28–27 | 7-4 | Class AA Tournament First Round Class AA (d… | |
| Fri, Nov 12, 1999 | Lexington Catholic | away | L | 7–22 | 7-5 | Class AA Tournament Second Round Class AA |