Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Sat, Aug 28, 1999 | Paducah Tilghman | home | L | 14–24 | 0-1 | ||
| Fri, Sep 3, 1999 | Mayfield | home | W | 27–24 | 1-1 | (Overtime) | |
| Fri, Sep 10, 1999 | Gallatin, TN | away | W | 14–7 | 2-1 | ||
| Fri, Sep 17, 1999 | Graves County | home | W | 33–3 | 3-1 | District game | |
| Fri, Sep 24, 1999 | Marshall County | away | W | 30–13 | 4-1 | District game | |
| Sat, Oct 2, 1999 | Central | home | W | 41–17 | 5-1 | ||
| Fri, Oct 8, 1999 | Christian County | away | W | 21–6 | 6-1 | District game | |
| Fri, Oct 15, 1999 | Hancock County | home | W | 23–14 | 7-1 | ||
| Fri, Oct 22, 1999 | Madisonville-North Hopkins | away | W | 31–15 | 8-1 | District game | |
| Fri, Oct 29, 1999 | Henderson County | home | W | 47–0 | 9-1 | District game | |
| Fri, Nov 5, 1999 | Barren County | home | W | 41–15 | 10-1 | Class AAAA Tournament First Round Class AAAA | |
| Fri, Nov 12, 1999 | Marshall County | home | W | 35–21 | 11-1 | Class AAAA Tournament Second Round Class AA… | |
| Fri, Nov 19, 1999 | Madisonville-North Hopkins | home | W | 56–14 | 12-1 | Class AAAA Tournament Quarter Finals Class … | |
| Fri, Nov 26, 1999 | St. Xavier | home | L | 21–22 | 12-2 | Class AAAA Tournament Semi Finals Class AAAA |