| Season | School | Record |
|---|---|---|
| 2019-2020 | Scottsburg | 14-10 |
| 2018-2019 | Scottsburg | 17-7 |
| 2017-2018 | Scottsburg | 12-14 |
| 2016-2017 | Scottsburg | 13-11 |
| 2015-2016 | Scottsburg | 14-10 |
| 2014-2015 | Scottsburg | 11-13 |
| 2013-2014 | Scottsburg | 15-6 |
| 2012-2013 | Scottsburg | 15-8 |
| 2011-2012 | Scottsburg | 16-7 |
| 2010-2011 | Scottsburg | 17-5 |
| 2009-2010 | Scottsburg | 9-11 |
| 2008-2009 | Southwestern (Hanover) | 12-9 |
| 2007-2008 | Southwestern (Hanover) | 21-6 |
| 2006-2007 | Southwestern (Hanover) | 21-4 |
| 2005-2006 | Southwestern (Hanover) | 19-6 |
| 2004-2005 | Southwestern (Hanover) | 16-9 |
| 2003-2004 | Southwestern (Hanover) | 10-12 |
| 2002-2003 | Southwestern (Hanover) | 21-8 |
| 2001-2002 | Southwestern (Hanover) | 25-2 |
| 2000-2001 | Southwestern (Hanover) | 19-3 |