Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Mercer County | at death valley bowl, lincoln county hs | W | 41–14 | 1-0 | ||
| Sat, Aug 28, 1999 | Scott County | at new image gridiron classic, rawlings stadium | L | 21–22 | 1-1 | ||
| Fri, Sep 3, 1999 | Garrard County | home | L | 7–14 | 1-2 | ||
| Fri, Sep 17, 1999 | McCreary Central | home | W | 41–8 | 2-2 | District game | |
| Fri, Sep 24, 1999 | Madison Southern | away | W | 48–19 | 3-2 | District game | |
| Thu, Sep 30, 1999 | East Jessamine | home | W | 25–12 | 4-2 | District game | |
| Fri, Oct 8, 1999 | Pulaski County | away | W | 34–6 | 5-2 | District game | |
| Fri, Oct 15, 1999 | Marion County | home | W | 24–6 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Adair County | home | W | 61–17 | 7-2 | District game | |
| Fri, Oct 29, 1999 | Southwestern | at pulaski southwestern | L | 9–25 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Breckinridge County | at lincoln | W | 27–19 | 8-3 | Class AAA Tournament First Round Class AAA | |
| Fri, Nov 12, 1999 | Central | away | W | 27–13 | 9-3 | Class AAA Tournament Second Round Class AAA | |
| Fri, Nov 19, 1999 | Bullitt East | home | L | 12–38 | 9-4 | Class AAA Tournament Quarter Finals Class A… |