Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 27, 1999 | Bourbon County | home | L | 8–16 | 0-1 | ||
| Fri, Sep 3, 1999 | Henry Clay | away | L | 7–63 | 0-2 | ||
| Fri, Sep 10, 1999 | Bryan Station | home | L | 11–55 | 0-3 | ||
| Fri, Sep 17, 1999 | North Laurel | home | W | 34–7 | 1-3 | ||
| Fri, Sep 24, 1999 | South Laurel | away | L | 14–55 | 1-4 | ||
| Thu, Sep 30, 1999 | George Rogers Clark | away | L | 19–20 | 1-5 | District game | |
| Fri, Oct 8, 1999 | Woodford County | away | W | 38–7 | 2-5 | District game | |
| Fri, Oct 15, 1999 | Madison Central | home | L | 33–61 | 2-6 | District game | |
| Fri, Oct 22, 1999 | Paul Laurence Dunbar | home | L | 20–41 | 2-7 | District game | |
| Fri, Oct 29, 1999 | Tates Creek | away | L | 20–43 | 2-8 | District game |
