Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Aug 20, 1999 | Eastern | home | W | 20–0 | 1-0 | ||
| Fri, Sep 3, 1999 | St. Xavier | at dupont manual stadium | L | 7–34 | 1-1 | District game | |
| Fri, Sep 10, 1999 | Ballard | home | L | 16–17 | 1-2 | ||
| Fri, Sep 17, 1999 | Holy Cross (Louisville) | away | W | 54–21 | 2-2 | ||
| Fri, Sep 24, 1999 | DuPont Manual | home | W | 27–7 | 3-2 | District game | |
| Thu, Sep 30, 1999 | Male | away | L | 6–48 | 3-3 | District game | |
| Fri, Oct 8, 1999 | Seneca | away | W | 37–13 | 4-3 | ||
| Fri, Oct 15, 1999 | Doss | home | W | 54–12 | 5-3 | District game | |
| Fri, Oct 22, 1999 | Fairdale | away | W | 31–14 | 6-3 | District game | |
| Fri, Oct 29, 1999 | Butler | home | W | 36–10 | 7-3 | District game | |
| Fri, Nov 5, 1999 | Oldham County | away | W | 20–14 | 8-3 | Class AAAA Tournament First Round Class AAA… | |
| Fri, Nov 12, 1999 | St. Xavier | away | L | 10–20 | 8-4 | Class AAAA Tournament Second Round Class AA… |