| Conference Standings by Year |
|
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| School | Titles | Most Recent | 1st Title |
| Kokomo | 22 | 1995 | 1930 |
| Richmond | 15 | 2001 | 1962 |
| Anderson | 13 | 1983 | 1940 |
| Muncie Central | 12 | 1996 | 1951 |
| Marion | 10 | 2008 | 1968 |
| Huntington North | 0 | ||
| Logansport | 0 | ||
| New Castle | 0 | ||
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| NOTE: Former members Tech (5) and Lafayette Jeff (2) have also won titles. | |||
| Year-by-Year Winners |
|||||||
| 1928-29 | Tech | 1957-58 | Tech | 1986-87 | Kokomo | ||
| 1929-30 | Kokomo | 1958-59 | Muncie Central | 1987-88 | Kokomo | ||
| 1930-31 | Kokomo | 1959-60 | Muncie Central | 1988-89 | Kokomo | ||
| 1931-32 | Kokomo | 1960-61 | Anderson | 1989-90 | Muncie Central | ||
| 1932-33 | Kokomo | 1961-62 | Richmond | 1990-91 | Kokomo | ||
| 1933-34 | Kokomo | 1962-63 | Richmond | 1991-92 | Richmond | ||
| 1934-35 | Kokomo | 1963-64 | Richmond | 1992-93 | Kokomo | ||
| 1935-36 | Kokomo | 1964-65 | Kokomo | 1993-94 | Kokomo | ||
| 1936-37 | Tech | 1965-66 | (none) | 1994-95 | Kokomo | ||
| 1937-38 | Tech | 1966-67 | Richmond | 1995-96 | Muncie Central | ||
| 1938-39 | Tech | 1967-68 | Marion | 1996-97 | Richmond | ||
| 1939-40 | Anderson | 1968-69 | Marion | 1997-98 | Marion | ||
| 1940-41 | Anderson | 1969-70 | Kokomo | 1998-99 | Richmond | ||
| 1941-42 | Anderson | 1970-71 | Muncie Central | 1999-00 | Marion | ||
| 1942-43 | Anderson | 1971-72 | Lafayette Jeff | 2000-01 | Richmond | ||
| 1943-44 | Anderson | 1972-73 | Richmond | 2001-02 | Lafayette Jeff | ||
| 1944-45 | Anderson | 1973-74 | Richmond | 2002-03 | Marion | ||
| 1945-46 | Anderson | 1974-75 | Kokomo | 2003-04 | Marion | ||
| 1946-47 | Anderson | 1975-76 | Richmond | 2004-05 | Marion | ||
| 1947-48 | Anderson | 1976-77 | Kokomo | 2005-06 | Marion | ||
| 1948-49 | Anderson | 1977-78 | Muncie Central | 2006-07 | Marion | ||
| 1949-50 | Anderson | 1978-79 | Richmond | 2007-08 | Marion | ||
| 1950-51 | Muncie Central | 1979-80 | Richmond | ||||
| 1951-52 | Kokomo | 1980-81 | Richmond | ||||
| 1952-53 | Muncie Central | 1981-82 | Richmond | ||||
| 1953-54 | Muncie Central | 1982-83 | Anderson | ||||
| 1954-55 | Muncie Central | 1983-84 | Kokomo | ||||
| 1955-56 | Muncie Central | 1984-85 | Kokomo | ||||
| 1956-57 | Muncie Central | 1985-86 | Kokomo | ||||