Yes they have. They won 8 titles (either outright or co-champs) as members of the Missouri Valley Conference in these years: 1926, 1930, 1932, 1933, 1944, 1945, 1948, and 1953). They won a share of the Big 8 title in 1976. The official web page for the Cowboys says 10 conference titles, but I could only find 9. College Football Data Warehouse agrees with you. They have Oklahoma State winning 5 Missouri Valley championships and 3 co-championhips along with 1 Big 8 co championship.
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No.
Through 2009, their last conference championship was in 1976 as Big 8 co-champs.
Twice ... in the 1977 and 1983 regular seasons. Oklahoma won in Columbus in 1977 and Ohio State won in Norman in 1983.
If you're asking whether they have ever played in the Big XII conference championship game, the answer is no. But the conference has only existed since 1996.