Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Russell County | away | L | 17–58 | 0-1 | ||
| Fri, Aug 27, 1999 | Metcalfe County | home | W | 14–13 | 1-1 | ||
| Fri, Sep 10, 1999 | Green County | away | L | 11–19 | 1-2 | ||
| Fri, Sep 17, 1999 | Southwestern | home | L | 0–70 | 1-3 | District game | |
| Fri, Sep 24, 1999 | Pulaski County | away | L | 14–18 | 1-4 | District game | |
| Fri, Oct 1, 1999 | McCreary Central | home | L | 28–62 | 1-5 | District Games | |
| Fri, Oct 8, 1999 | Marion County | away | L | 0–39 | 1-6 | District game | |
| Fri, Oct 15, 1999 | Madison Southern | home | L | 13–33 | 1-7 | District game | |
| Fri, Oct 22, 1999 | Lincoln County | away | L | 17–61 | 1-8 | District game | |
| Fri, Oct 29, 1999 | East Jessamine | home | L | 21–28 | 1-9 | District game |
