Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 28, 1999 | Belfry | at comair bowl, ryle hs | W | 42–17 | 1-0 | ||
| Sat, Sep 4, 1999 | Covington Catholic | home | W | 25–20 | 2-0 | ||
| Fri, Sep 10, 1999 | Conner | away | W | 38–23 | 3-0 | ||
| Fri, Sep 17, 1999 | Henry Clay | away | L | 14–21 | 3-1 | District game | |
| Fri, Sep 24, 1999 | Bryan Station | home | L | 7–20 | 3-2 | District game | |
| Fri, Oct 1, 1999 | Simon Kenton | home | L | 28–31 | 3-3 | District game | |
| Fri, Oct 8, 1999 | Franklin County | away | W | 25–20 | 4-3 | ||
| Fri, Oct 15, 1999 | Scott County | home | W | 35–20 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Boone County | away | L | 14–35 | 5-4 | District game | |
| Fri, Oct 29, 1999 | Campbell County | away | W | 28–12 | 6-4 | District game | |
| Fri, Nov 5, 1999 | Trinity (Louisville) | away | L | 26–32 | 6-5 | Class AAAA Tournament First Round Class AAA… |