The KHSHL's first season was 2000-01 and with one exception there has been a State Tournament every year. In 2002, the league disbanded and no tournament was held. (Trinity was in first place in the standings when the league stopped play but no formal champion was named.)
Here then is the list of champions:
2000-01 Trinity
2001-02 NO TOURNAMENT HELD
2002-03 Ballard
2003-04 Ballard
2004-05 Trinity
2005-06 Henry Clay
2006-07 Trinity
2007-08 Lexington Catholic
2008-09 Oldham County
2009-10 Oldham County
