Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Franklin County, IN | away | W | 10–6 | 1-0 | ||
| Sat, Aug 28, 1999 | Madison Central | at comair bowl, ryle hs | W | 39–16 | 2-0 | ||
| Fri, Sep 3, 1999 | Eastern | home | W | 40–6 | 3-0 | District game | |
| Fri, Sep 10, 1999 | Butler | home | W | 28–3 | 4-0 | ||
| Fri, Sep 17, 1999 | Seneca | away | W | 49–13 | 5-0 | District game | |
| Fri, Sep 24, 1999 | St. Xavier | at papa john's stadium | L | 14–28 | 5-1 | ||
| Fri, Oct 1, 1999 | Fern Creek | home | W | 20–0 | 6-1 | District game | |
| Fri, Oct 15, 1999 | Southern | home | W | 56–12 | 7-1 | District game | |
| Fri, Oct 22, 1999 | Ballard | away | W | 43–23 | 8-1 | District game | |
| Fri, Oct 29, 1999 | Jeffersontown | away | W | 62–8 | 9-1 | District game | |
| Fri, Nov 5, 1999 | Ryle | home | W | 32–26 | 10-1 | Class AAAA Tournament First Round Class AAA… | |
| Fri, Nov 12, 1999 | Henry Clay | home | W | 33–28 | 11-1 | Class AAAA Tournament Second Round Class AA… | |
| Fri, Nov 19, 1999 | Bryan Station | home | L | 21–31 | 11-2 | Class AAAA Tournament Quarter Finals Class … |