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1990: Madison Memorial 1991: Madison Memorial (5-0-1) 1992: Madison West and Madison Memorial (4-0-2) 1993: Madison Memorial 1994: Madison West (6-0) 1995: Madison West (8-0) 1996: Madison West (7-0-1) 1997: Madison West (6-0-2) 1998: Madison West (8-0) 1999: Madison West (8-0) 2000: Madison Memorial (8-0) 2001: Madison Memorial, Madison West, Middleton and Madison East (6-1-1) 2002: Middleton (8-0) 2003: Middleton (6-0-2) 2004: Madison Memorial (8-0) 2005: Madison Memorial (8-0) 2006: Middleton (8-0) 2007: Madison West (7-0-1) 2008: Middleton (8-0) 2009: Madison Memorial (9-0) Metro League champions
1979: Madison Memorial 1980: Madison Memorial 1981: Madison Memorial 1982: Madison West 1983: Madison Memorial 1984: Madison Memorial 1985: Madison Memorial 1986: Madison Memorial 1987: Madison Memorial 1988: Madison West 1989: Madison West League renamed to Big Eight when other conference schools added teams.
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