Football - Champions
| Champions | |
|---|---|
| YEAR | SCHOOL |
| 2023-24 | Indian Hill |
| 2022-23 | Wyoming |
| 2021-22 | Wyoming |
| 2020-21 | Indian Hill, Wyoming |
| 2019-20 | Wyoming |
| 2018-19 | Wyoming |
| 2017-18 | Wyoming |
| 2016-17 | Wyoming |
| 2015-16 | Indian Hill |
| 2014-15 | Wyoming |
| 2013-14 | Wyoming |
| 2012-13 | Madeira |
| 2011-12 | Madeira |
| 2010-11 | Wyoming |
| 2009-10 | Wyoming |
| 2008-09 | Indian Hill |
| 2007-08 | Indian Hill |
| 2006-07 | Indian Hill |
| 2005-06 | Indian Hill |
| 2004-05 | Indian Hill, Wyoming |
| 2003-04 | Reading, Wyoming |
| 2002-03 | Reading |
| 2001-02 | Wyoming |
| 2000-01 | Reading, Wyoming |
| 1999-2000 | Indian Hill, Madeira, Wyoming |
| 1998-99 | Wyoming |
| 1997-98 | Wyoming |
| 1996-97 | Mariemont |
| 1995-96 | Mariemont |
| 1994-95 | Mariemont |
| 1993-94 | CAPE, Wyoming |
| 1992-93 | CAPE, Loveland, Wyoming |
| 1991-92 | CAPE |
| 1990-91 | CAPE |
| 1989-90 | CAPE |
| 1988-89 | Wyoming |
| 1987-88 | Indian Hill |
| 1986-87 | CAPE |
| 1985-86 | CAPE |
