2007- St. Rita 31 Morgan Park 7
2006 - Brother Rice 24 Hubbard 14
2005 - Morgan Park 14 Brother Rice 13 (OT)
2004 - Brother Rice 35 Lane Tech 14
2003 - Loyola Academy 22 Simeon 14
2002 - Carmel 50 Dunbar 20
2001 - Mt. Carmel 50 Morgan Park 0
2000 - Marian Catholic 23 Simeon 14
1999 - Hubbard 20 De LaSalle 13
1998 - Hubbard 28 Joliet Catholic 16
1997 - Dunbar 28 Marion Catholic 21
1996 - Loyola Academy 28, Dunbar 8
1995 - Loyola Academy 15 Julian 14
1994 - Brother Rice 28 Dunbar 22
1993 - Mount Carmel 34 Bogan 14
1992 - Mathis 15 Brother Rice 6
1991 - Fenwick 28, Bogan 0
1990 - Robeson 8 Gordon Tech 7
1989 - Julian 48 Fenwick 14
1988 - Loyola Academy 21 Julian 6
1987 - Gordon Technical 29 Julian 14
1986 - Loyola Academy 14 Simeon 12
1985 - Mount Carmel 19 Lane Tech 14
1984 - DeLaSalle 25 Julian 20
1983 - Mount Carmel 28 Simeon 6
1982 - Gordon Tech 24 Julian 0
1981 - Mount Carmel 14 Robeson 6
1980 - Brother Rice 39 Julian 6
1979 - Julian 30 Joliet Catholic 22
1978 - St. Laurence 34 Sullivan 8
1977 - St. Rita 20 Lane Tech 8
1976 - Chicago Vocational 13 St. Rita 6
1975 - Brother Rice 26 Chicago Vocational 0
1974 - St. Laurence 34 Chicago Vocational 0
1973 - St. Laurence 40 Phillips 24
1972 - St. Laurence 24 Taft 7
1971 - St. Rita 18 Morgan Park 12
1970 - St. Rita 12 Lane Tech 8
1969 - Loyola Academy 26 Lane Tech 0
1968 - Mendel 41 Chicago Vocational 19
1967 - Mount Carmel 37 Dunbar 0
1966 - Loyola Academy 20 Chicago Vocational 14
1965 - Loyola Academy 33 Chicago Vocational 13
1964 - Weber 34 Chicago Vocational 13
1963 - Saint Rita 42 Chicago Vocational 7
1962 - Fenwick 40 Schurz 0
1961 - Weber 14 Lane Tech 12
1960 - Mount Carmel 27 Taft 8
1959 - Lane Tech 19 Fenwick 0
1958 - Austin 20 Fenwick 7
1957 - Mendel 6 Calumet 0
1956 - Leo 12 Calumet 0
1955 - Chicago Vocational 6 Weber 0
1954 - Fenger 20 Mount Carmel 13
1953 - St. George 38 Austin 12
1952 - Mount Carmel 27 Austin 19
1951 - Mount Carmel 19 Lindbolm 6
1950 - Mount Carmel 45 Lane Tech 20
1949 - Schurz 20 Fenwick 7
1948 - Lindblom 13 Fenwick 7
1947 - Austin 13 Leo 12
1946 - Fenger 13 Weber 7
1945 - Fenwick 20 Tilden 6
1944 - Tilden 13 Weber 7
1943 - St. George 19 Phillips 12
1942 - Leo 27 Tilden 14
1941 - Leo 46 Tilden 13
1940 - Fenger 13 Leo 0
1939 - Fenger 13 Mount Carmel 13 (tie)
1938 - Fenger 13 Mount Carmel 0
1937 - Austin 26 Leo 0
1936 - Austin 19 Fenwick 19 (tie)
1935 - Lindblom 6 Leo 0
1934 - Lindblom 6 Leo 0
