| Year |
School Champion | City |
Individual Winner | School |
| 1941 | Proctor | Utica | Bernard Harrigan | Proctor |
| 1942 | Proctor | Utica | Ed Easton | Geneva |
| 1943 | Nott Rerrace | Schenectady | Ray Hanlon | Eastwood, Syracuse |
| 1944 | No meet |
| 1945 | Nott Terrace | Schenectady | Robert Harrigan | Proctor |
| 1946 | Nott Terract | Schenectady | Robert Avery | Central Syracuse |
| 1947 | Nott Terrace | Schenectady | Ed Przybyliske | Proctor |
| 1948 | Nott Terrace | Schenectady | John Meade | Nott Terrace |
| 1949 | Nott Terrace | Schenectady | Robert Wilson | Mt. Pleasant |
| 1950 | Mt. Pleasant | Schenectady | John Meade | Watervilet |
| 1951 | Mt. Pleasant | Schenectady | Edward Alger | Mt. Pleasant |
| 1952 | Nott Terrace | Schenectady | John Parillo | Nott Terrace |
| 1953 | Nott Terrace | Schenectady | Richard Dicamillo | Mt. Pleasant |
| 1954 | Vestal | Central Vestal | Dave Cotton | Nott Terrace |
| 1955 | Nott Terrace | Schenectady | Dave cotton | Nott Terrace |
| 1956 | Nott Terrace | Schenectady | R. Clemens | Fulton |
| 1957 | Nott Terrace | Schenectady | Don Roberts | Watertown |
| 1958 | Mt. Pleasant | Schenectady | Robert Lewkowicz | Ossining |
| 1959 | Ossining | Ossining | Gary Burns | Ossining |
| 1960 | Bishop Gibbons | Schenectady | William Shrader | Middleburg |
| 1961 | Ossining | Ossining | B. Brown | Colonie |
| 1962 | Rome Free Academy | Rome | John Sweeney | Ilion |
| 1963 | Ossining | Ossining | Terry Sweeney | Ilion |
| 1964 | Ossining | Ossining | John Lengers | Ossining |
| 1965 | Ossining | Ossining | C. Shrader | Middleburg |
| 1966 | Ossining | Ossining | Charles Shrader | Middleburg |
| 1967 | Ossining | Ossining | John Seniak | Ossining |
| 1968 | F-M | Fayetteville | John Jeffrey | F-M |
| 1969 | Mt. Vernon | Mt. Vernon | Gary Larabee | Lowville |
| 1970 | Mt. Vernon | Mr. Vernon | Tom Smith | Notre Dame |
| 1971 | St. Joseph | Buffalo | Kevin McLee (CR:10:58) | Alex. Hamilton |
| 1972 | Notre Dame | Utica | Jim Hunt | New Hartford |
| 1973 | Watertown | Watertown | Matt Burns | Watertown |
| 1974 | New Hartford | New Hartford | Dan Phelps | JFK |
| 1975 | New Hartford | New Hartford | Jerry Scholder | Nottingham |
| 1976 | Proctor | Utica | Bob Hunt | New Hartford |
| 1977 | Proctor | Utica | Mike Moffette(3M CR:14:09.8) | Niskayuna |
| 1978 | Proctor | Utica | Eric Lutz | Baldwinsville |
| 1979 | Proctor | Utica | Ed Briggs | JFK |
| 1980 | Corcoran | Syracuse | David Brucker | Proctor |
| 1981 | Corcoran | Syracuse | David Brucker | Proctor |
| 1982 | CBA | Albany | P. Picciano | Auburn |
| 1983 | Auburn (A race) | Auburn | P. Picciano | Auburn |
| Oriskany (B race) | Oriskany | S. Humphrey | Ilion |
| 1984 | Nottingham (A race) | Syracuse | J. Soggs | New Hartford |
| Herkimer (B race) | Herkimer | A. Scott | Sauquoit |
| 1985 | Henninger (A race) | Syracuse | Tom Perry | Henninger |
| Onondaga (B race) | Onondaga | Rob Elmer | South Jefferson |
| 1986 | Corcoran (A race) | Syracuse | Rob Colvin | Central Square |
| Cohoes (B race) | Cohoes | J. Ahearn | Cohoes |
| 1987 | Saratoga (A race) | Saratoga | Jim Frazier | Utica |
| Sher-Earlville (B race) | Sher-Earlville | Shane DuBois | Sher-Earl |
| 1988 | Saratoga (A race) | Saratoga | J. Zehr | Beaver River |
| Morrisville-Eaton A race) | Morrisville | B. Empire | Hamilton |
| 1989 | No Meet |
| 1990 | Saratoga (A race) | Saratoga | Shane DuBois | Sher-Earlville |
| Sauquoit (B race) | Sauquoit | K. Birtle | Town of Webb |
| 1991 | Liverpool (A race) | Liverpool | Eric Foley | R. F. A. |
| Sher-Earlville (B race) | Sherburne | Todd Bauer | Adirondack |
| 1992 | Saratoga (A race) | Saratoga | Eric Foley | R. F. A. |
| Beaver River (B race) | Beaver Falls | Travis Kuhl | Beaver River |
| 1993 | Henninger (A race) | Syracuse | Mike Melfi | Henninger |
| Morrisville-Eaton (A race) | Morrisville | Jason Rende | Sauquoit |
| 1994 | F-M (A race) | Fayetteville | Matt Wood | Saratoga |
| Beaver River (B race) | Beaver Falls | Eric Luther | south Lewis |
| 1995 | Sauquoit (A race) | Sauquoit | Kyle Fenton | New Hartford |
| Morrisville-Eaton (A race) | Morrisville | A. J. Migonis | Hamilton |
| 1996 | C. N. S. (A race) | Syracuse | Kyle Fenton | New Hartford |
| Sauquoit (B race) | Sauquoit | Matt Trolio | Cooperstown |
| 1997 | C. N. S. (A race) | Syracuse | Brian Kuryla (3.1 CR 15:19) | C.N.S. |
| Sauquoit (B race) | Sauquoit | Carl Planty | Sauquoit |
| 1998 | Shenedehowa (A race) | Shenendehowa | Aaron Emery | Beaver River |
| Sauquoit (B race) | Sauquoit | Carl Planty | Sauquoit |
| 1999 | Saratoga (A race) | Saratoga | Kirk Dornton | Henninger |
| Sauquoit (B race) | Sauquoit | Leif Schmidt | Oriskany |
| 2000 | Saratoga (A race) | Saratoga | Kyle Audi | Colonie |
| Sauquoit (B race) | Sauquoit | Mike Allen | Mr. Markham |
| 2001 | Liverpool (A race) | Liverpool | Jon Pierce | Canton |
| Sauquoit (B race) | Sauquoit | Kane Seamon | Richfield Springs |
| 2002 | Sauquoit (A race) | Sauquoit | Mike Foley | Saratoga |
| Beaver River (B race) | Beaver Falls | Jim Tillapaugh | Cobleskill-Rich. |
| 2003 | Colonie (A race) | Colonie | Bryan Buchanan | Cicero ( N. Syracuse ) |
| Sauquoit (B race) | Sauquoit | Josh Arthur | South Lewis |
| 2004 | Saratoga (A Race) | Saratoga | Josh Arthur | South Lewis |
| Sauquoit Valley (B Race) | Sauquoit | John Nicotera | Sauquoit Valley |
| 2005 | Cicero-North Syracuse (A Race) | Syracuse | Ben Ludovici | Cicero-North Syracuse |
| Sauquoit Valley (B Race) | Sauquoit | Joshua Edmonds | Cooperstown |
| 2006 | Thousand Islands (Elite Race) | Brockville, Ontario | Matt Leeder | Thousand Islands |
| Cicero-North Syracuse (A Race) | Syracuse | Zach Williams | Cobleskill |
| Cooperstown (B Race) | Syracuse | Jordan Sirtoli | Mt. Markham |
| 2007 | Niskayuna (Elite Race) | Niskayuna | Andrew Corcoran | Westhill |
| New Hartford (A Race) | New Hartford | Zach Williams | Cobleskill-Richmondville |
| Holland Patent (B Race) | Holland Patent | Aaron Walker | Canastota |
Informational Map