| Season | School | Record |
|---|---|---|
| 2025-2026 | Wapahani | 11-12 |
| 2024-2025 | Wapahani | 19-5 |
| 2023-2024 | Wapahani | 17-8 |
| 2022-2023 | Wapahani | 19-5 |
| 2021-2022 | Wapahani | 17-7 |
| 2020-2021 | Wapahani | 12-11 |
| 2019-2020 | Wapahani | 15-10 |
| 2018-2019 | Wapahani | 15-9 |
| 2017-2018 | Evansville Central | 5-17 |
| 2016-2017 | Evansville Central | 8-15 |
| 2015-2016 | Evansville Central | 12-11 |
| 2014-2015 | Evansville Central | 14-8 |
| 2013-2014 | Evansville Central | 16-7 |
| 2012-2013 | Evansville Central | 14-8 |
| 2011-2012 | Evansville Central | 10-11 |
| 2010-2011 | Evansville Central | 8-13 |
| 2009-2010 | Eastside | 13-10 |
| 2008-2009 | Eastside | 7-14 |
| 2007-2008 | Eastside | 10-13 |
| 2006-2007 | Eastside | 18-6 |
| 2005-2006 | Eastside | 11-10 |
| 2004-2005 | Eastside | 12-10 |
| 2003-2004 | Eastside | 14-9 |
| 2002-2003 | Eastside | 6-15 |
| 2001-2002 | Wes-Del | 3-17 |
| 2000-2001 | Wes-Del | 12-9 |
| 1999-2000 | Wes-Del | 12-8 |
| 1998-1999 | Wes-Del | 8-13 |
| 1997-1998 | Wes-Del | 3-18 |
| 1996-1997 | Wes-Del | 3-17 |
| 1995-1996 | Wes-Del | 11-10 |
| 1994-1995 | Wes-Del | 13-10 |