| Season | School | Record |
|---|---|---|
| 2017-2018 | Rushville | 8-15 |
| 2016-2017 | Rushville | 3-21 |
| 2010-2011 | Owen Valley | 11-11 |
| 2009-2010 | Owen Valley | 20-6 |
| 2006-2007 | Bloomington North | 18-4 |
| 2005-2006 | Bloomington North | 15-9 |
| 2004-2005 | Bloomington North | 19-4 |
| 2003-2004 | Bloomington North | 18-4 |
| 2002-2003 | Bloomington North | 23-3 |
| 2001-2002 | Bloomington North | 14-8 |
| 2000-2001 | Owen Valley | 6-15 |
| 1999-2000 | Owen Valley | 6-15 |
| 1998-1999 | Owen Valley | 8-13 |
| 1997-1998 | Owen Valley | 10-12 |
| 1996-1997 | Switzerland County | 8-13 |
| 1995-1996 | Switzerland County | 12-9 |
| 1994-1995 | Switzerland County | 17-5 |
| 1993-1994 | Switzerland County | 14-9 |