Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Middlesboro | home | L | 7–29 | 0-1 | ||
| Fri, Aug 27, 1999 | Lynn Camp | away | L | 0–19 | 0-2 | ||
| Fri, Sep 3, 1999 | Breathitt County | away | L | 21–36 | 0-3 | ||
| Fri, Sep 10, 1999 | Corbin | away | L | 6–41 | 0-4 | ||
| Fri, Sep 17, 1999 | South Laurel | home | L | 2–30 | 0-5 | ||
| Fri, Oct 1, 1999 | Bell County | away | L | 16–41 | 0-6 | District game | |
| Fri, Oct 8, 1999 | Knott County Central | home | W | 25–7 | 1-6 | District game | |
| Fri, Oct 15, 1999 | Whitley County | home | L | 26–49 | 1-7 | District game | |
| Fri, Oct 22, 1999 | Rockcastle County | away | L | 6–63 | 1-8 | District game | |
| Fri, Oct 29, 1999 | Knox Central | away | W | 35–18 | 2-8 | District game | |
| Fri, Nov 5, 1999 | Sheldon Clark | away | L | 22–51 | 2-9 | Class AAA Tournament First Round Class AAA |
