Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Central | at male hs | W | 32–26 | 1-0 | ||
| Fri, Aug 27, 1999 | Henry Clay | at corbin hs | L | 13–46 | 1-1 | ||
| Fri, Sep 3, 1999 | Ballard | away | W | 10–7 | 2-1 | District game | |
| Fri, Sep 10, 1999 | Male | home | L | 21–27 | 2-2 | (Overtime) | |
| Fri, Sep 17, 1999 | Southern | home | W | 53–0 | 3-2 | District game | |
| Fri, Sep 24, 1999 | Jeffersontown | away | W | 69–26 | 4-2 | District game | |
| Fri, Oct 1, 1999 | Trinity (Louisville) | away | L | 0–20 | 4-3 | District game | |
| Fri, Oct 8, 1999 | North Evansville, IN | home | W | 31–22 | 5-3 | ||
| Fri, Oct 15, 1999 | Seneca | home | W | 62–28 | 6-3 | District game | |
| Fri, Oct 22, 1999 | Eastern | home | W | 28–0 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Boone County | home | W | 12–0 | 8-3 | Class AAAA Tournament First Round Class AAAA | |
| Fri, Nov 12, 1999 | Bryan Station | away | L | 14–49 | 8-4 | Class AAAA Tournament Second Round Class AA… |