| Season | School | Record |
|---|---|---|
| 2024-2025 | Tipton | 19-7 |
| 2023-2024 | Tipton | 24-3 |
| 2022-2023 | Tipton | 18-7 |
| 2021-2022 | Tipton | 17-7 |
| 2020-2021 | Tipton | 10-13 |
| 2019-2020 | Tipton | 19-6 |
| 2018-2019 | North Miami | 7-14 |
| 2017-2018 | North Miami | 4-19 |
| 2016-2017 | Madison | 7-17 |
| 2015-2016 | Madison | 12-13 |
| 2014-2015 | Madison | 14-9 |
| 2013-2014 | Center Grove | 9-13 |
| 2012-2013 | Center Grove | 10-13 |
| 2011-2012 | Center Grove | 11-10 |
| 2010-2011 | Center Grove | 21-5 |
| 2009-2010 | Center Grove | 17-4 |
| 2008-2009 | Center Grove | 8-13 |
| 2007-2008 | Center Grove | 12-9 |
| 2006-2007 | Center Grove | 18-4 |
| 2005-2006 | Center Grove | 13-9 |
| 2004-2005 | Center Grove | 7-14 |
| 2003-2004 | DeKalb | 7-14 |
| 2002-2003 | DeKalb | 26-2 |
| 2001-2002 | DeKalb | 23-2 |
| 2000-2001 | DeKalb | 20-1 |
| 1999-2000 | DeKalb | 11-11 |
| 1998-1999 | DeKalb | 8-13 |
| 1997-1998 | DeKalb | 13-9 |
| 1996-1997 | DeKalb | 26-4 |
| 1995-1996 | DeKalb | 24-2 |
| 1994-1995 | DeKalb | 14-9 |
| 1993-1994 | DeKalb | 15-8 |