| Conference Standings by Year |
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| School | Titles | Most Recent | 1st Title |
| Richmond | 17 | 1998 | 1935 |
| Anderson | 15 | 2004 | 1937 |
| Logansport | 13 | 2004 | 1961 |
| Kokomo | 10 | 2007 | 1966 |
| Marion | 6 | 1993 | 1957 |
| Muncie Central | 5 | 2001 | 1972 |
| New Castle | 5 | 2005 | 1960 |
| Huntington North | 3 | 2008 | 2005 |
| Note: Former members Tech (4) and Lafayette Jeff (21) have also won titles. | |||
| Year-by-Year Winners |
|||||||
| 1934-35 | Richmond | 1964-65 | Logansport | 1994-95 | Richmond | ||
| 1935-36 | Richmond | 1965-66 | Kokomo/Logan | 1995-96 | Richmond | ||
| 1936-37 | Anderson | 1966-67 | Lafayette Jeff | 1996-97 | Richmond | ||
| 1937-38 | (none) | 1967-68 | Lafayette Jeff | 1997-98 | New Cast/Rich | ||
| 1938-39 | Richmond | 1968-69 | Anderson | 1998-99 | And/Laf/Muncie | ||
| 1939-40 | Richmond | 1969-70 | Anderson | 1999-00 | And/Kok/Laf/Log | ||
| 1940-41 | Anderson | 1970-71 | Lafayette Jeff | 2000-01 | Muncie Central | ||
| 1941-42 | Richmond | 1971-72 | Muncie Central | 2001-02 | Logansport | ||
| 1942-43 | Tech | 1972-73 | Logansport | 2002-03 | Kokomo/Laf Jeff | ||
| 1943-44 | Tech | 1973-74 | Lafayette Jeff | 2003-04 | Andrsn/Logan | ||
| 1944-45 | Anderson | 1974-75 | Lafayette Jeff | 2004-05 | Hunt No/NewCast | ||
| 1945-46 | Anderson | 1975-76 | Kok/Laf/Mar/Rich | 2005-06 | Hunt No/Kokomo | ||
| 1946-47 | Richmond | 1976-77 | Laf/Log/Mun/NC | 2006-07 | Kokomo | ||
| 1947-48 | Richmond | 1977-78 | Muncie Central | 2007-08 | Huntington North | ||
| 1948-49 | Anderson | 1978-79 | Richmond | ||||
| 1949-50 | Richmond | 1979-80 | Lafayette Jeff | ||||
| 1950-51 | Lafayette Jeff | 1980-81 | Kokomo | ||||
| 1951-52 | Lafayette Jeff | 1981-82 | Kokomo/Laf Jeff | ||||
| 1952-53 | Tech | 1982-83 | Laf/Log/Mar | ||||
| 1953-54 | Tech | 1983-84 | Kokomo | ||||
| 1954-55 | Lafayette Jeff | 1984-85 | Kokomo | ||||
| 1955-56 | Anderson | 1985-86 | Logansport | ||||
| 1956-57 | Marion | 1986-87 | Marion | ||||
| 1957-58 | Richmond | 1987-88 | Logansport | ||||
| 1958-59 | Anderson | 1988-89 | Logansport | ||||
| 1959-60 | Laf Jeff/NCast | 1989-90 | Logan/Richmond | ||||
| 1960-61 | And/Log/NCast | 1990-91 | Lafayette Jeff | ||||
| 1961-62 | Anderson | 1991-92 | Marion/Richmond | ||||
| 1962-63 | And/Laf Jeff | 1992-93 | Marion | ||||
| 1963-64 | Lafayette Jeff | 1993-94 | Lafayette Jeff | ||||