| Season | School | Record |
|---|---|---|
| 2024-2025 | Tri-Township | 4-19 |
| 2023-2024 | Tri-Township | 3-20 |
| 2022-2023 | Tri-Township | 3-19 |
| 2021-2022 | Tri-Township | 12-10 |
| 2020-2021 | Portage | 9-15 |
| 2019-2020 | Portage | 9-16 |
| 2018-2019 | Portage | 10-15 |
| 2017-2018 | Portage | 12-13 |
| 2016-2017 | Portage | 7-17 |
| 2015-2016 | Portage | 9-16 |
| 2014-2015 | Portage | 17-9 |
| 2013-2014 | Portage | 13-11 |
| 2012-2013 | Portage | 10-13 |
| 2011-2012 | Portage | 1-22 |
| 2010-2011 | Portage | 8-14 |
| 2009-2010 | Portage | 4-19 |
| 2008-2009 | Portage | 6-15 |
| 2007-2008 | Portage | 7-14 |
| 2006-2007 | North Harrison | 3-19 |
| 2005-2006 | North Harrison | 9-12 |
| 2004-2005 | North Harrison | 8-14 |
| 2003-2004 | North Harrison | 17-5 |
| 2002-2003 | North Harrison | 17-5 |
| 2001-2002 | North Harrison | 10-11 |
| 2000-2001 | North Harrison | 17-4 |
| 1999-2000 | North Harrison | 11-10 |
| 1998-1999 | Danville | 8-13 |
| 1997-1998 | Danville | 16-6 |
| 1996-1997 | Danville | 9-12 |
| 1995-1996 | Twin Lakes | 8-13 |
| 1994-1995 | Twin Lakes | 11-12 |
| 1993-1994 | Twin Lakes | 18-7 |