Season	School	Record
2024-2025	North Judson	9-14
2023-2024	North Judson	16-10
2022-2023	North Judson	23-4
2021-2022	North Judson	21-6
2020-2021	North Judson	8-14
2018-2019	Loogootee	9-15
2017-2018	Loogootee	12-12
2016-2017	Loogootee	21-8
2015-2016	Loogootee	14-11
2014-2015	Covington	22-2
2013-2014	Covington	18-2
2012-2013	Covington	14-8
2011-2012	Covington	9-12
2010-2011	Covington	16-6
2009-2010	Covington	18-7
2008-2009	Covington	10-11
2007-2008	Covington	4-17
2006-2007	Covington	13-10
2005-2006	Covington	11-11
2004-2005	Covington	17-8
2003-2004	Clinton Prairie	10-11
2002-2003	Clinton Prairie	14-9
2001-2002	Clinton Prairie	12-10
2000-2001	Clinton Prairie	12-9
1999-2000	Clinton Prairie	17-5
1998-1999	Clinton Prairie	10-12
1997-1998	Clinton Prairie	8-13
1996-1997	Clinton Prairie	12-9
1995-1996	Clinton Prairie	11-12
1994-1995	Clinton Prairie	5-16