| Team | Individual | |||||
| 1973 | All Hallows | Gene McCarthy | All Hallows | MR | ||
| 1974 | Msgr. Scanlon | Jim Clifford | Cardinal Spellman | 13:12 | ||
| 1975 | Pat D'Ambrosio | Mt. St. Michael | 13:00 | |||
| 1976 | John Hemsley | Fordham Prep | 13:11.5 | |||
| 1977 | Mt. St. Michael | Vin Mutarelli | Mt. St. Michael | 13:05.0 | ||
| 1978 | Mt. St. Michael | Mike Cleary | Fordham Prep | 13:11.0 | ||
| 1979 | Mt. St. Michael | Marty Hemsley | Mt. St. Michael | 13:46.0 | ||
| Engel (tie??) | Mt. St. Michael | 13:46.0 | ||||
| Hughes (tie??) | Mt. St. Michael | 13:46.0 | ||||
| 1989 | Fordham Prep | Pascal Bernier | 14:14 | |||
| 1990 | Fordham Prep | Mike Fink | Fordham Prep | 14:19 | ||
| 1991 | Fordham Prep | Rey Mendez | Fordham Prep | |||
| 1992 | Fordham Prep | Betancourt | Mt. St. Michael | 13:49 | ||
| 1993 | Fordham Prep | Tom O'Dea | Fordham Prep | 14:22 | ||
| 1994 | Fordham Prep | Howard Sterling | Mt. St. Michael | 13:57 | ||
| 1995 | Fordham Prep | Howard Sterling | Mt. St. Michael | |||
| 1996 | Fordham Prep | Rich Hinman | Fordham Prep | 13:49 | ||
| 1997 | Fordham Prep | Dayrn Johnson | Fordham Prep | |||
| 1998 | Fordham Prep | Daryn Johnson | Fordham Prep | 13:23 | ||
| 1999 | Mt. St. Michael | Miguel Rodriguez | Mt. St. Michael | 13:30.8 | ||
| 2000 | Fordham Prep | Brian McCabe | Fordham Prep | 14:10 | ||
| 2001 | Fordham Prep | Brian McCabe | Fordham Prep | 13:58.8 | ||
| 2002 | Fordham Prep | Brian McCabe | Fordham Prep | 13:28.7 | ||
| 2003 | Fordham Prep | 29 | Joe Altenau | Fordham Prep | 14:02.4 | |
| 2004 | Fordham Prep | 15 | Jim Lundy | Fordham Prep | 13:49.3 | |
| MR = meet record | ||||||
| *2.2 mile modified course due to rain | ||||||