| Year | A Race | Time | B Race | Time | C-Race | Time | Girls | Time | ||||
| 1956 | Mt. St. Michaels | 27:38.5 | ||||||||||
| 1957 | Power Memorial | 27:39.0 | Card. Hayes | 29:21.5 | ||||||||
| 1958 | Cardinal Hayes | 27:14.5 | Card. Hayes | 29:30.0 | Card. Hayes | 29:46.0 | ||||||
| 1959 | Rice High | 27:14.6 | Card. Hayes | 29:27.0 | Card. Hayes | 30:22.0 | ||||||
| 1960 | Rice High | 27:49.0 | Rice High | 29:16.0 | Rice High | 30:02.0 | ||||||
| 1961 | Sacred Heart | 27:28.7 | Sacred H. | 28:58.0 | Arch. Molloy | 29:25.0 | ||||||
| 1962 | Power Memorial | 27:35.3 | Power Mem | 28:46.0 | Arch. Molloy | 29:54.0 | ||||||
| 1963 | Power Memorial | 26:52.8 | Power Mem | 28:17.0 | Power Memorial | 28:48.1 | ||||||
| 1964 | Card. Spellman | 26:48.0 | Card. Spellman | 27:58.8 | Arch. Stepinac | 28:51.2 | ||||||
| 1965 | St. Peters | 26:26.2 | Roselle C. | 27:52.6 | Roselle Cath. | 28:39.0 | ||||||
| 1966 | Sacred Heart | 26:58.6 | Fordham P. | 28:17.8 | Arch. Molloy | 28:40.3 | ||||||
| 1967 | Rice High | 27:01.5 | Rice High | 27:43.2 | Rice High | 28:47.4 | ||||||
| 1968 | Fordham Prep | 26:57.0 | Msgr. Farrell | 28:44.0 | Arch. Molloy | 29:21.3 | ||||||
| 1969 | Arch. Molloy | 27:29.8 | Card. Hayes | 28:12.5 | Arch. Molloy | 29:15.5 | ||||||
| 1970 | Msgr. Farrell | 26:52.8 | Msgr. Farrell | 28:18.5 | Msgr. Farrell | 29:35.9 | ||||||
| 1971 | Power Memorial | 27:10.6 | Power Mem | 28:46.8 | Power Memorial | 29:26.5 | ||||||
| 1972 | Arch. Molloy | 26:54.2 | Arch. Molloy | 28:14.0 | Arch. Molloy | 29:54.0 | ||||||
| 1973 | Msgr. Farrell | 26:09.6 | Msgr. Farrell | 28:26.5 | Msgr. Farrell | 29:11.0 | ||||||
| 1974 | Cardinal Spellman | 26:48.8 | Card. Spellman | 28:44.1 | Arch. Molloy | 30:10.8 | ||||||
| 1975 | Arch. Molloy | 27:06.4 | Arch. Molloy | 28:34.0 | Arch. Molloy | 29:20.2 | ||||||
| 1976 | Bishop Ford | 27:18.0 | St. Francis | 28:46.8 | Spellman | 29:49.4 | ||||||
| 1977 | St. Anthony's | 27:14.5 | St. Anthony's | 28:50.0 | St. Francis | 30:05.7 | ||||||
| 1978 | ||||||||||||
| 1979 | St. Anthony's | 27:15.3 | ||||||||||
| 1980 | Iona Prep | 28:41.7 | Iona Prep | 29:40.0 | St. Anthony's | 31:31.6 | ||||||
| 1981 | ||||||||||||
| 1982 | ||||||||||||
| 1983 | ||||||||||||
| 1984 | ||||||||||||
| 1985 | ||||||||||||
| 1986 | ||||||||||||
| 1987 | ||||||||||||
| 1988 | St. Anthony's | 27:17.0 | St. Anthony's | 28:47 | Chaminade | 29:47 | ||||||
| 1989 | St. Francis | 28:14.0 | Chaminade | 29:25.7 | Chaminade | 31:37.7 | ||||||
| 1990 | ||||||||||||
| 1991 | ||||||||||||
| 1992 | St. Anthony's | 28:18.5 | St. Anthony's | 30:26.9 | St. Anthony's | 31:38.1 | ||||||
| 1993 | ||||||||||||
| 1994 | ||||||||||||
| 1995 | ||||||||||||
| 1996 | ||||||||||||
| 1997 | Xavier | 27:48.3 | ||||||||||
| 1998 | ||||||||||||
| 1999 | Kellenberg | 27:17.0 | Kellenberg | 29:30.0 | Chaminade | 30:13.0 | ||||||
| 2000 | Fordham Prep | 28:52.0 | Iona Prep | 31:49.0 | Fordham Prep | 34:29.0 | Molloy | 32:20.3 | ||||
| 2001 | St. Peter's | 28:08.5 | St. Peter's | 30:27.0 | St. Peter's | 31:05.0 | Molloy | 35:17.0 | ||||
| 2002 | St. Francis | 27:54.0 | Chaminade | 29:28.0 | Chaminade | 30:45.0 | Molloy | 33:39.0 | ||||
| 2003 | St. Peter's | 27:41.0 | Chaminade | 29:27.0 | Chaminade | 30:56.0 | Kellenberg | 33:50.0 | ||||
| 2004 | Chaminade | 26:44.0 | Old Bridge, NJ | 29:21.0 | Chaminade | 31:01.0 | Kellenberg | 35:42.0 | ||||
| 2005 | Chaminade | 27:35.0 | Chaminade | 29:23.0 | Msgr. Farrell | 30:56.0 | Pearl River | 31:22.0 | ||||
| 2006 | Chaminade | 26:54.4 | Chaminade | 28:09.0 | Chaminade | 28:51.0 | Ursuline | 32:48.0 | ||||