The men's basketball team advanced to the Division II championship game six consecutive years (1998–2003), winning in 1999 and 2001. In addition to these most recent successes, they also won six other championships (1966, 1968, 1969, 1973, 1987, and 1990) and were runners-up in 1957. Overall, Kentucky Wesleyan has won eight NCAA Division II National Men's Basketball Championships, which is the most by any NCAA Division II School.
Kentucky Wesleyan has a long athletic history, and currently has men's teams competing in baseball, basketball, football, golf, cross country and soccer, and women's teams competing in basketball, golf, soccer, softball, tennis, cross country and volleyball.
Kentucky Wesleyan College's athletic teams have won eighteen (18) Great Lakes Valley Conference (GLVC) championships. The KWC softball Team won as total of four GLVC Championships, three in the 1980s (1984, 1986, and 1989) and one in 1994. The KWC men's golf team won its only GLVC championship in 1983. The KWC men's basketball team has won 13 GLVC championships.