| Conference Standings by Year |
|
|
| School | Titles | Most Recent | 1st Title |
| Kokomo | 17 | 2008 | 1939 |
| Anderson | 16 | 2003 | 1928 |
| Richmond | 16 | 2007 | 1936 |
| Marion | 10 | 2006 | 1942 |
| Logansport | 2 | 1959 | 1956 |
| New Castle | 1 | 1950 | 1950 |
| Huntington North | 0 | ||
| Muncie Central | 0 | ||
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| NOTE: Former members Tech (11) and Lafayette Jeff (9) have also won titles. | |||
| Year-by-Year Winners |
|||||||
| 1927-28 | Anderson | 1956-57 | Kokomo | 1985-86 | Kokomo | ||
| 1928-29 | Anderson | 1957-58 | Kokomo | 1986-87 | Lafayette Jeff | ||
| 1929-30 | Tech | 1958-59 | Logansport | 1987-88 | Kokomo | ||
| 1930-31 | Tech | 1959-60 | Kokomo | 1988-89 | Kokomo | ||
| 1931-32 | Tech | 1960-61 | Kokomo | 1989-90 | Anderson | ||
| 1932-33 | Anderson | 1961-62 | Kokomo | 1990-91 | Anderson | ||
| 1933-34 | Tech | 1962-63 | Kokomo | 1991-92 | Richmond | ||
| 1934-35 | Tech | 1963-64 | Kokomo | 1992-93 | Anderson | ||
| 1935-36 | Richmond | 1964-65 | Kokomo | 1993-94 | Richmond | ||
| 1936-37 | Tech | 1965-66 | Kokomo | 1994-95 | Richmond | ||
| 1937-38 | Tech | 1966-67 | Lafayette Jeff | 1995-96 | Richmond | ||
| 1938-39 | Kokomo | 1967-68 | Lafayette Jeff | 1996-97 | Marion | ||
| 1939-40 | Kokomo | 1968-69 | Marion | 1997-98 | Marion | ||
| 1940-41 | Richmond | 1969-70 | Marion | 1998-99 | Richmond | ||
| 1941-42 | Marion | 1970-71 | Marion | 1999-00 | Marion | ||
| 1942-43 | Anderson | 1971-72 | Anderson | 2000-01 | Lafayette Jeff | ||
| 1943-44 | Kokomo | 1972-73 | Richmond | 2001-02 | Richmond | ||
| 1944-45 | Tech | 1973-74 | Anderson | 2002-03 | Anderson | ||
| 1945-46 | Richmond | 1974-75 | Marion | 2003-04 | Richmond | ||
| 1946-47 | Tech | 1975-76 | Richmond | 2004-05 | Richmond | ||
| 1947-48 | Tech | 1976-77 | Lafayette Jeff | 2005-06 | Marion | ||
| 1948-49 | Tech | 1977-78 | Lafayette Jeff | 2006-07 | Richmond | ||
| 1949-50 | New Castle | 1978-79 | Lafayette Jeff | 2007-08 | Kokomo | ||
| 1950-51 | Anderson | 1979-80 | Marion | ||||
| 1951-52 | Anderson | 1980-81 | Richmond | ||||
| 1952-53 | Anderson | 1981-82 | Anderson | ||||
| 1953-54 | Ander/Richmond | 1982-83 | Lafayette Jeff | ||||
| 1954-55 | Anderson | 1983-84 | Lafayette Jeff | ||||
| 1955-56 | Logansport | 1984-85 | Kokomo | ||||