Ohio Cardinal Conference Boys league championships Boys league championships

| School_Year | Football | Cross_Country | Soccer | Golf |
|---|---|---|---|---|
| 2003-04 | Wooster | Wooster | Lexington | Ashland |
| 2004-05 | Wooster | Wooster | Lexington | Ashland |
| 2005-06 | Madison, Orrville | Lexington | Ashland, Wooster | Ashland, Wooster |
| 2006-07 | Ashland | Wooster | Wooster | Lexington |
| 2007-08 | Ashland | Lexington | Wooster | Lexington |
| 2008-09 | Lexington | Lexington | Lexington | Ashland |
| 2009-10 | Ashland | Lexington | Clear Fork, Lexington | Ashland |
| 2010-11 | Clear Fork | Ashland | Wooster | Ashland |
| 2011-12 | Ashland | Wooster | Madison | Ashland |
| 2012-13 | Madison, Mansfield, West Holmes | Ashland | Ashland | Lexington |
| 2013-14 | Mansfield | Ashland | Ashland | Lexington |