| Conference Standings by Year |
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| School | Titles | Most Recent | 1st Title |
| Anderson | 19 | 1988 | 1946 |
| Richmond | 16 | 1999 | 1960 |
| Muncie Central | 6 | 1989 | 1956 |
| Marion | 6 | 2004 | 1991 |
| Kokomo | 5 | 2005 | 1952 |
| Logansport | 3 | 1972 | 1967 |
| Huntington North | 3 | 2007 | 2003 |
| New Castle | 0 | ||
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| NOTE: Former members Tech (1) and Lafayette Jeff (4) have also won titles. | |||
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| 1946-47 | Anderson | 1970-71 | Richmond | 1994-95 | Richmond | ||
| 1947-48 | Anderson | 1971-72 | Richmond | 1995-96 | Richmond | ||
| 1948-49 | Anderson | 1972-73 | Logansport | 1996-97 | Marion | ||
| 1949-50 | Anderson | 1973-74 | Richmond | 1997-98 | Marion | ||
| 1950-51 | Anderson | 1974-75 | Richmond | 1998-99 | Richmond | ||
| 1951-52 | Anderson | 1975-76 | Richmond | 1999-00 | Richmond | ||
| 1952-53 | Kokomo/Tech | 1976-77 | Richmond | 2000-01 | Kokomo | ||
| 1953-54 | Anderson | 1977-78 | Richmond | 2001-02 | Lafayette Jeff | ||
| 1954-55 | Anderson | 1978-79 | Richmond | 2002-03 | Marion | ||
| 1955-56 | Kokomo | 1979-80 | Richmond | 2003-04 | Huntington North | ||
| 1956-57 | Muncie Central | 1980-81 | Anderson | 2004-05 | Marion | ||
| 1957-58 | Muncie Central | 1981-82 | Anderson | 2005-06 | Kokomo | ||
| 1958-59 | Anderson | 1982-83 | Anderson | 2006-07 | Huntington North | ||
| 1959-60 | Anderson | 1983-84 | Anderson | 2007-08 | Huntington North | ||
| 1960-61 | Richmond | 1984-85 | Lafayette Jeff | ||||
| 1961-62 | Richmond | 1985-86 | Kokomo | ||||
| 1962-63 | Anderson | 1986-87 | Anderson | ||||
| 1963-64 | Anderson | 1987-88 | Anderson | ||||
| 1964-65 | Lafayette Jeff | 1988-89 | Anderson | ||||
| 1965-66 | Muncie Central | 1989-90 | Muncie Central | ||||
| 1966-67 | Muncie Central | 1990-91 | Lafayette Jeff | ||||
| 1967-68 | Logansport | 1991-92 | Marion | ||||
| 1968-69 | Muncie Central | 1992-93 | Richmond | ||||
| 1969-70 | Logansport | 1993-94 | Marion | ||||