Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Berea | away | L | 7–27 | 0-1 | ||
| Fri, Aug 27, 1999 | Casey County | away | L | 25–48 | 0-2 | ||
| Fri, Sep 3, 1999 | Hart County | home | L | 6–40 | 0-3 | ||
| Fri, Sep 17, 1999 | Edmonson County | away | L | 7–48 | 0-4 | ||
| Fri, Sep 24, 1999 | Metcalfe County | home | W | 12–7 | 1-4 | ||
| Thu, Sep 30, 1999 | Beth Haven | home | W | 51–6 | 2-4 | ||
| Fri, Oct 8, 1999 | Kentucky Country Day | away | L | 34–44 | 2-5 | ||
| Fri, Oct 15, 1999 | Eminence | home | L | 18–48 | 2-6 | ||
| Sat, Oct 23, 1999 | Bethlehem | away | L | 12–35 | 2-7 | ||
| Fri, Oct 29, 1999 | McLean County | home | L | 6–41 | 2-8 | ||
| Fri, Nov 5, 1999 | Kentucky Country Day | away | L | 22–34 | 2-9 | First Round 8-Man Championship |
