Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 21, 1999 | Harrodsburg | at st. joe's bluegrass bowl, lexington catholic hs | W | 62–13 | 1-0 | ||
| Sat, Aug 28, 1999 | Bowling Green | at new image gridiron classic, georgetown college | W | 35–0 | 2-0 | ||
| Fri, Sep 3, 1999 | Montgomery County | home | W | 48–8 | 3-0 | ||
| Fri, Sep 10, 1999 | Madison Central | away | W | 70–26 | 4-0 | ||
| Fri, Sep 17, 1999 | Henry County | home | W | 52–3 | 5-0 | District game | |
| Fri, Sep 24, 1999 | Boyle County | away | L | 21–29 | 5-1 | District game | |
| Fri, Oct 1, 1999 | Garrard County | home | W | 43–14 | 6-1 | District game | |
| Fri, Oct 8, 1999 | Owen County | away | W | 84–6 | 7-1 | District game | |
| Fri, Oct 22, 1999 | Mercer County | home | W | 60–7 | 8-1 | District game | |
| Fri, Oct 29, 1999 | West Jessamine | away | W | 50–24 | 9-1 | District game | |
| Fri, Nov 5, 1999 | Mason County | home | W | 59–27 | 10-1 | Class AA Tournament First Round Class AA | |
| Fri, Nov 12, 1999 | Garrard County | home | W | 22–7 | 11-1 | Class AA Tournament Second Round Class AA | |
| Fri, Nov 19, 1999 | Boyle County | away | L | 17–21 | 11-2 | Class AA Tournament Quarter Finals Class AA |