| Conference Standings by Year |
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| School | Titles | Most Recent | 1st Title |
| Huntington North | 5 | 2007 | 2003 |
| New Castle | 4 | 1998 | 1995 |
| Richmond | 4 | 2002 | 1993 |
| Marion | 1 | 1992 | 1992 |
| Anderson | 0 | ||
| Kokomo | 0 | ||
| Logansport | 0 | ||
| Muncie Central | 0 | ||
| Note: Former member Lafayette Jeff (5) has also won titles. | |||
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| 1989-90 | Lafayette Jeff | 2000-01 | Richmond | |
| 1990-91 | Lafayette Jeff | 2001-02 | Richmond | |
| 1991-92 | Lafayette Jeff | 2002-03 | Richmond | |
| 1992-93 | Marion | 2003-04 | Huntington North | |
| 1993-94 | Richmond | 2004-05 | Huntington North | |
| 1994-95 | Lafayette Jeff | 2005-06 | Huntington North | |
| 1995-96 | New Castle | 2006-07 | Huntington North | |
| 1996-97 | New Castle | 2007-08 | Huntington North | |
| 1997-98 | New Castle | |||
| 1998-99 | New Castle | |||
| 1999-00 | Lafayette Jeff | |||