Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Daviess County | home | W | 35–13 | 1-0 | ||
| Fri, Aug 27, 1999 | Owensboro Catholic | home | W | 28–6 | 2-0 | ||
| Fri, Sep 3, 1999 | Warren East | away | W | 56–6 | 3-0 | District game | |
| Fri, Sep 10, 1999 | Henderson County | home | W | 38–10 | 4-0 | ||
| Fri, Sep 17, 1999 | Apollo | away | W | 26–14 | 5-0 | ||
| Fri, Sep 24, 1999 | Warren Central | home | W | 14–13 | 6-0 | District game (overtime) | |
| Fri, Oct 1, 1999 | Franklin-Simpson | away | L | 20–26 | 6-1 | District game | |
| Fri, Oct 8, 1999 | Allen County-Scottsville | away | W | 31–7 | 7-1 | District game | |
| Fri, Oct 22, 1999 | Bowling Green | home | W | 17–14 | 8-1 | District game (double overtime) | |
| Fri, Oct 29, 1999 | Logan County | away | W | 38–27 | 9-1 | District game | |
| Fri, Nov 5, 1999 | Hopkins County Central | home | W | 14–7 | 10-1 | Class AAA Tournament First Round Class AAA | |
| Fri, Nov 12, 1999 | Warren Central | home | W | 35–0 | 11-1 | Class AAA Tournament Second Round Class AAA | |
| Fri, Nov 19, 1999 | Franklin-Simpson | away | W | 16–15 | 12-1 | Class AAA Tournament Quarter Finals Class A… | |
| Fri, Nov 26, 1999 | Bullitt East | home | W | 21–6 | 13-1 | Class AAA Tournament Semi Finals Class AAA | |
| Sat, Dec 4, 1999 | Highlands | at kfec | L | 10–48 | 13-2 | Class AAA Tournament Finals Class AAA |