Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Fern Creek | at male hs | L | 26–32 | 0-1 | ||
| Fri, Sep 3, 1999 | Waggener | home | W | 32–27 | 1-1 | District game | |
| Fri, Sep 10, 1999 | Central Hardin | home | L | 0–27 | 1-2 | ||
| Fri, Sep 17, 1999 | Atherton | away | W | 54–0 | 2-2 | District game | |
| Fri, Sep 24, 1999 | Valley | home | W | 33–0 | 3-2 | District game | |
| Sat, Oct 2, 1999 | Hopkinsville | away | L | 17–41 | 3-3 | ||
| Fri, Oct 8, 1999 | Male | away | L | 26–49 | 3-4 | ||
| Fri, Oct 15, 1999 | Breckinridge County | away | W | 27–16 | 4-4 | District game | |
| Fri, Oct 22, 1999 | Bullitt East | home | L | 20–33 | 4-5 | District game | |
| Fri, Oct 29, 1999 | North Bullitt | away | W | 52–12 | 5-5 | District game | |
| Fri, Nov 5, 1999 | Marion County | at shawnee | W | 58–0 | 6-5 | Class AAA Tournament First Round Class AAA | |
| Fri, Nov 12, 1999 | Lincoln County | home | L | 13–27 | 6-6 | Class AAA Tournament Second Round Class AAA |