| Season | School | Record |
|---|---|---|
| 2024-2025 | Bowman Academy | 4-19 |
| 2018-2019 | Michigan City | 10-14 |
| 2017-2018 | Michigan City | 10-16 |
| 2016-2017 | Michigan City | 19-7 |
| 2015-2016 | Michigan City | 12-11 |
| 2014-2015 | Michigan City | 14-9 |
| 2013-2014 | Michigan City | 13-10 |
| 2012-2013 | Michigan City | 10-12 |
| 2011-2012 | Michigan City | 12-11 |
| 2010-2011 | Michigan City | 12-10 |
| 2009-2010 | Michigan City | 11-10 |
| 2008-2009 | Gary West | 16-6 |
| 2007-2008 | Gary West | 18-5 |
| 2006-2007 | Gary West | 14-7 |
| 2005-2006 | Gary West | 12-9 |
| 2004-2005 | Gary West | 19-5 |
| 2003-2004 | Gary West | 12-7 |
| 2002-2003 | Gary West | 9-10 |
| 2001-2002 | Gary West | 23-4 |
| 2000-2001 | Gary West | 16-4 |
| 1999-2000 | Gary West | 11-8 |