Football - Champions
| Champions | |
|---|---|
| YEAR | SCHOOL |
| 2019-2020 | Wyoming |
| 2018-2019 | Wyoming |
| 2017-2018 | Wyoming |
| 2016-2017 | Wyoming |
| 2015-2016 | Indian Hill |
| 2014-2015 | Wyoming |
| 2013-2014 | Wyoming |
| 2012-2013 | Madeira |
| 2011-2012 | Madeira |
| 2010-2011 | Wyoming |
| 2009-2010 | Wyoming |
| 2008-2009 | Indian Hill |
| 2007-2008 | Indian Hill |
| 2006-2007 | Indian Hill |
| 2005-2006 | Indian Hill |
| 2004-2005 | Indian Hill, Wyoming |
| 2003-2004 | Reading, Wyoming |
| 2002-2003 | Reading |
| 2001-2002 | Wyoming |
| 2000-2001 | Reading, Wyoming |
| 1999-2000 | Indian Hill, Madeira, Wyoming |
| 1998-1999 | Wyoming |
| 1997-1998 | Wyoming |
| 1996-1997 | Mariemont |
| 1995-1996 | Mariemont |
| 1994-1995 | Mariemont |
| 1993-1994 | CAPE, Wyoming |
| 1992-1993 | CAPE, Loveland, Wyoming |
| 1991-1992 | CAPE |
| 1990-1991 | CAPE |
| 1989-1990 | CAPE |
| 1988-1989 | Wyoming |
| 1987-1988 | Indian Hill |
| 1986-1987 | CAPE |
| 1985-1986 | CAPE |