1989 - Central
1990 - Central
1991 - Logan, Onalaska
1992 - Onalaska
1993 - Central
1994 - Central
1995 - Central
1996 - Central
1997 - Aquinas
1998 - Aquinas
1999 - Aquinas
2000 - Aquinas
2001 - Aquinas
2002 - Aquinas
2003 - Central
2004 - Central
2005 - Central
2006 - Aquinas
2007 - Central
2008 - Onalaska
2009 - Logan, Onalaska
2010 - Onalaska
2011 - Onalaska
Coaches of the Year (began being awarded in the fall of 2001)
2001 - John Havlicek, Central
2002 - Lee Retzlaff, Logan
2003 - Leah Fortun, Central
2004 - Lee Retzlaff, Logan
2005 - Kurt Gutknecht, Onalaska; Kevin Roop, Aquinas
2006 - Kevin Roop, Aquinas
2007 - Kristine Gerke, Tomah
2008 - Kurt Gutknecht, Onalaska
2009 - Lee Retzlaff, Logan
2010 - Kevin Roop, Aquinas; Kurt Gutknecht, Onalaska
2011 - Kurt Gutknecht, Onalaska