Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Lincoln County | at death valley bowl, lincoln county hs | L | 14–41 | 0-1 | ||
| Fri, Aug 27, 1999 | Harrodsburg | away | L | 14–28 | 0-2 | ||
| Fri, Sep 3, 1999 | Pike County Central | home | W | 21–0 | 1-2 | ||
| Fri, Sep 10, 1999 | Estill County | home | W | 49–7 | 2-2 | ||
| Fri, Sep 17, 1999 | West Jessamine | home | W | 14–7 | 3-2 | District game | |
| Fri, Sep 24, 1999 | Henry County | away | W | 14–7 | 4-2 | District game | |
| Thu, Sep 30, 1999 | Boyle County | home | L | 7–58 | 4-3 | District game | |
| Fri, Oct 8, 1999 | Garrard County | away | W | 33–28 | 5-3 | District game | |
| Fri, Oct 15, 1999 | Owen County | home | W | 48–0 | 6-3 | District game | |
| Fri, Oct 22, 1999 | Lexington Catholic | away | L | 7–60 | 6-4 | District game | |
| Fri, Nov 5, 1999 | Russell | away | L | 14–42 | 6-5 | Class AA Tournament First Round Class AA |