Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Anderson County | away | L | 14–18 | 0-1 | ||
| Fri, Aug 27, 1999 | Western | home | W | 49–20 | 1-1 | ||
| Fri, Sep 3, 1999 | Central | away | L | 27–32 | 1-2 | District game | |
| Fri, Sep 17, 1999 | Valley | home | W | 27–8 | 2-2 | District game | |
| Fri, Sep 24, 1999 | Atherton | home | W | 40–14 | 3-2 | District game | |
| Fri, Oct 1, 1999 | Bullitt East | away | W | 19–6 | 4-2 | District game | |
| Fri, Oct 8, 1999 | Providence, IN | home | W | 21–14 | 5-2 | ||
| Fri, Oct 15, 1999 | North Bullitt | away | W | 28–6 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Bryan Station | home | L | 0–28 | 6-3 | ||
| Fri, Oct 29, 1999 | Breckinridge County | home | W | 35–14 | 7-3 | District game | |
| Fri, Nov 5, 1999 | East Jessamine | home | W | 35–13 | 8-3 | Class AAA Tournament First Round Class AAA | |
| Fri, Nov 12, 1999 | Bullitt East | home | L | 22–38 | 8-4 | Class AAA Tournament Second Round Class AAA |
