| Season | School | Conference Record | |
|---|---|---|---|
| 1937 | South Bend Central | N/A | |
| 1938 | Elkhart | N/A | |
| 1939 | South Bend Central | N/A | |
| 1940 | Mishawaka | N/A | |
| 1941 | South Bend Central | N/A | |
| 1942 | South Bend Central | N/A | |
| 1943 | South Bend Central | N/A | |
| 1944 | Elkhart | N/A | |
| 1945 | South Bend Riley | N/A | |
| 1946 | Elkhart | N/A | |
| 1947 | LaPorte South Bend Central | N/A | |
| 1948 | LaPorte | 9-0 | |
| 1949 | Mishawaka South Bend Central | 8-1 | |
| 1950 | South Bend Central | 9-0 | |
| 1951 | Elkhart | 9-0 | |
| 1952 | Elkhart | 8-1 | |
| 1953 | South Bend Central | 8-1 | |
| 1954 | Fort Wayne North Side | 8-1 | |
| 1955 | South Bend Washington | 8-1 | |
| 1956 | Elkhart | 8-1 | |
| 1957 | South Bend Central | 9-0 | |
| 1958 | Michigan City South Bend Central | 8-1 | |
| 1959 | Michigan City | 9-0 | |
| 1960 | South Bend Adams | 8-1 | |
| 1961 | Michigan City | 9-0 | |
| 1962 | South Bend Central | 8-1 | |
| 1963 | Goshen South Bend Central | 8-1 | |
| 1964 | Elkhart | 8-1 | |
| 1965 | Michigan City South Bend Central | 8-1 | |
| 1966 | Michigan City South Bend Central | 8-1 | |
| 1967 | Michigan City | 8-0 | |
| 1968 | Elkhart Michigan City | 7-1 | |
| 1969 | Goshen Michigan City | 7-1 | |
| 1970 | South Bend Adams | 7-0 | |
| 1971 | Michigan City South Bend Adams | 5-1 | |
| 1972 | Michigan City | 6-0 | |
| 1973 | South Bend Riley | 7-0 | |
| 1974 | South Bend Adams | 7-0 | |
| 1975 | Michigan City Elston Penn South Bend Adams | 6-1 | |
| 1976 | Elkhart Central | 7-0 | |
| 1977 | South Bend Washington | 8-0 | |
| 1978 | South Bend Adams | 8-0 | |
| 1979 | South Bend Adams | 9-0 | |
| 1980 | South Bend LaSalle | 9-0 | |
| 1981 | Elkhart Memorial South Bend LaSalle | 8-1 | |
| 1982 | Elkhart Memorial | 7-2 | |
| 1983 | Elkhart Memorial Michigan City Elston | 7-2 | |
| 1984 | Elkhart Memorial | 8-1 | |
| 1985 | South Bend Adams South Bend Clay | 7-2 | |
| 1986 | Michigan City Elston | 9-0 | |
| 1987 | Penn South Bend Riley | 8-1 | |
| 1988 | Elkhart Memorial Penn | 7-2 | |
| 1989 | South Bend Adams South Bend Clay | 8-1 | |
| 1990 | South Bend Riley | 8-1 | |
| 1991 | South Bend Riley | 8-1 | |
| 1992 | Michigan City Elston | 9-0 | |
| 1993 | Elkhart Central South Bend Clay | 7-2 | |
| 1994 | Elkhart Central | 9-0 | |
| 1995 | South Bend Clay | 9-0 | |
| 1996 | South Bend Clay | 7-1 | |
| 1997 | Penn | 6-2 | |
| 1998 | South Bend Clay South Bend Washington | 6-2 | |
| 1999 | Elkhart Central South Bend Washington | 6-2 | |
| 2000 | Penn | 8-0 | |
| 2001 | Penn | 7-0 | |
| 2002 | South Bend Washington | 6-1 | |
| 2003 | Elkhart Central Penn | 6-1 | |
| 2004 | Penn | 8-0 | |
| 2005 | Elkhart Central Mishawaka Penn | 7-1 | |
| 2006 | Penn | 8-0 | |
| 2007 | South Bend St. Joe Penn | 7-1 | |
| 2008 | South Bend Riley South Bend St. Joe South Bend Washington | 6-2 | |
| 2009 | South Bend Washington South Bend Clay | 7-1 | |
| 2010 | South Bend Riley | 8-0 | |
| 2011 | South Bend Riley Mishawaka Marian | 6-2 | |
| 2012 | South Bend Washington | 8-0 | |
| 2013 | South Bend Adams Penn | 7-1 | |
| 2014 | Penn | 7-1 | |
| 2015 | Mishawaka Marian | 8-0 | |
| 2016 | South Bend Washington | 12-0 | |
| 2017 | South Bend Riley South Bend Adams | 11-1 | |
| 2018 | South Bend Riley | 12-0 | |
| 2019 | Penn Mishawaka Marian South Bend Riley | 11-1 |