| 2012 |
Madison Memorial (18-0) |
| 2011 |
Beloit (Tie), Madison Memorial (15-3) |
| 2010 |
Madison East (Tie), Madison Memorial (15-3) |
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| 2009 |
Madison Memorial (17-1) |
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| 2008 |
Madison Memorial (15-1) |
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| 2007 |
Madison Memorial (16-0) |
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| 2006 |
Madison Memorial (16-0) |
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| 2005 |
Madison Memorial (15-1) |
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| 2004 |
Madison Memorial (16-0) |
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| 2003 |
Madison La Follette (16-0) |
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| 2002 |
Madison La Follette (16-0) |
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| 2000 |
Beloit Memorial, Madison West (13-3) |
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| 1999 |
Janesville Craig, Madison West (15-1) |
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| 1997 |
Janesville Craig (15-1) |
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| 1996 |
Beloit Memorial (14-2) |
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| 1995 |
Janesville Craig (16-0) |
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| 1994 |
Janesville Craig (13-1) |
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| 1991 |
Janesville Craig (14-0) |
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| 1990 |
Beloit Memorial (14-0) |
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| 1989 |
Janesville Craig (12-2) |
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| 1987 |
Janesville Craig (13-1) |
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| 1986 |
Madison La Follette (13-1) |
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| 1985 |
Madison La Follette (13-1) |
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| 1984 |
Janesville Craig (13-1) |
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| 1982 |
Madison La Follette (10-4) |
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| 1980 |
Madison La Follette, Janesville Craig (10-4) |
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| 1978 |
Janesville Craig (14-0) |
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| 1977 |
Beloit Memorial (11-1) |
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| 1976 |
Beloit Memorial (12-0) |
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| 1974 |
Madison La Follette (11-1) |
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| 1971 |
Janesville Craig (11-1) |
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| 1970 |
Beloit Memorial (13-1) |
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| 1969 |
Beloit Memorial (14-0) |
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| 1965 |
Janesville, Racine Horlick, Madison West (11-1) |
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| 1958 |
Madison East, Madison West (12-2) |
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| 1955 |
Racine Horlick (12-2) |
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| 1953 |
Racine Horlick (13-1) |
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| 1952 |
Madison East, Madison West (10-4) |
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| 1949 |
Racine Horlick (12-2) |
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| 1947 |
Madison Central, Madison West, Madison East, Beloit Memorial (9-5) |
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| 1946 |
Janesville, Racine Park, (11-3) |
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| 1942 |
Racine Park, Madison Central (10-2) |
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| 1941 |
Beloit Memorial, Racine Park (9-3) |
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