1999 Boys Varsity Football
Season:
| Sat, Aug 28 | Away vs Walsh Jesuit | W 35-7 | 1-0 / Played at Nippert Stadium |
| Fri, Sep 03 | Home vs Boone County | W 56-0 | 2-0 |
| Fri, Sep 10 | Home vs Western Hills | W 42-6 | 3-0 |
| Fri, Sep 17 | Home vs Highlands | W 35-14 | 4-0 |
| Fri, Sep 24 | Home vs Arsenal Tech | W 56-0 | 5-0 |
| Fri, Oct 01 | Away vs LaSalle | W 28-10 | 6-0 |
| Fri, Oct 08 | Home vs Moeller | W 28-18 | 7-0 |
| Fri, Oct 15 | Away vs St. Xavier | L 13-30 | 7-1 |
| Fri, Oct 29 | Away vs Oak Hills | W 16-15 | 8-1 |
| Sat, Nov 06 | Home vs Oak Hills | W 14-0 | 9-1 / First round of playoffs
Archived Video |
| Sat, Nov 13 | Away vs Centerville | W 49-42 | 10-1 / 2nd round of playoffs/ Played at Middletown
Archived Video |
| Sat, Nov 20 | Away vs Huber Heights Wayne | L 14-24 | 10-2 / 3rd round of playoffs/ Played at Welcome Stadium (UD) |