Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | South Laurel | home | L | 30–60 | 0-1 | ||
| Fri, Aug 27, 1999 | Harrison County | away | L | 12–34 | 0-2 | ||
| Fri, Sep 3, 1999 | Johnson Central | home | W | 34–30 | 1-2 | ||
| Fri, Sep 10, 1999 | Montgomery County | away | L | 14–17 | 1-3 | ||
| Fri, Sep 17, 1999 | Clay County | away | W | 16–6 | 2-3 | ||
| Thu, Sep 30, 1999 | Lafayette | home | W | 20–19 | 3-3 | District game | |
| Fri, Oct 8, 1999 | Paul Laurence Dunbar | home | L | 27–70 | 3-4 | District game | |
| Fri, Oct 15, 1999 | Tates Creek | away | L | 7–59 | 3-5 | District game | |
| Fri, Oct 22, 1999 | Madison Central | away | L | 20–40 | 3-6 | District game | |
| Fri, Oct 29, 1999 | Woodford County | home | W | 35–20 | 4-6 | District game | |
| Fri, Nov 5, 1999 | South Laurel | away | L | 2–55 | 4-7 | Class AAAA Tournament First Round Class AAAA |
