Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Cawood | away | W | 29–7 | 1-0 | ||
| Sat, Aug 28, 1999 | Whitley County | at city-county bowl, bell county | L | 27–57 | 1-1 | ||
| Fri, Sep 3, 1999 | Bell County | home | L | 14–21 | 1-2 | ||
| Fri, Sep 17, 1999 | Lynn Camp | away | W | 34–21 | 2-2 | ||
| Fri, Sep 24, 1999 | Pineville | away | W | 45–29 | 3-2 | ||
| Fri, Oct 1, 1999 | Powell County | home | W | 56–9 | 4-2 | District game | |
| Fri, Oct 8, 1999 | Estill County | home | W | 69–64 | 5-2 | District game | |
| Fri, Oct 15, 1999 | Leslie County | away | W | 21–12 | 6-2 | District game | |
| Fri, Oct 22, 1999 | Breathitt County | home | W | 42–41 | 7-2 | District game | |
| Fri, Oct 29, 1999 | Morgan County | away | W | 81–12 | 8-2 | District game | |
| Fri, Nov 5, 1999 | Whitesburg | home | W | 41–0 | 9-2 | Class AA Tournament First Round Class AA | |
| Fri, Nov 12, 1999 | Leslie County | home | W | 43–20 | 10-2 | Class AA Tournament Second Round Class AA | |
| Fri, Nov 19, 1999 | Breathitt County | home | W | 44–37 | 11-2 | Class AA Tournament Quarter Finals Class AA | |
| Fri, Nov 26, 1999 | Boyle County | away | L | 14–66 | 11-3 | Class AA Tournament Semi Finals Class AA |
