| Southwest Egyptian |
| 1968 DuQuoin |
11-1 |
| 1969 Sparta |
11-1 |
| 1970 DuQuoin |
11-1 |
| 1971 Nashville |
11-1 |
| 1972 DuQuoin |
12-0 |
| 1973 Murphysboro |
12-0 |
| 1974 Murphysboro |
11-1 |
| 1975 Sparta, Murphysboro |
11-1 |
| 1976 Carlyle |
12-2 |
| 1977 Nashville |
14-0 |
| 1978 Nashville |
14-0 |
| 1979 Nashville |
14-0 |
| 1980 Sparta |
NA |
| 1981 Pinckneyville |
NA |
| 1982 Nashville |
NA |
| 1983 Sparta |
NA |
| 1984 Pinckneyville |
NA |
| 1985 Carlyle |
14-0 |
| 1986 Pinckneyville |
NA |
| 1978 Pinckneyville |
NA |
| 1988 Pinckneyville |
11-1 |
| 1989 Sparta, Pinckneyville |
9-3 |
| 1990 Nashville |
12-0 |
| 1991 Pinckneyville |
NA |
| 1992 Pinckneyville |
12-0 |
| 1993 Pinckneyville |
12-0 |
| River-To-River Conference |
| 1994 Pinckneyville |
10-0 |
| 1995 Nashville |
10-0 |
| 1996 Pinckneyville |
10-0 |
| 1997 Nashville |
9-1 |
| 1998 Nashville |
9-1 |
| 1999 Nashville |
10-0 |
| 2000 Pinckneyville |
8-2 |
| 2001 Nashville, Pinckneyville |
8-2 |
| 2002 Nashville, DuQuoin |
7-3 |
| 2003 DuQuoin |
8-2 |
| 2004 Nashville |
9-1 |
| 2005 Nashville |
10-0 |
| 2006 Pinckneyville |
10-0 |
| 2007 Nashville |
10-0 |
| 2008 Pinckneyville |
10-0 |
| 2009 Nashville |
9-1 |
| 2010 DuQuoin |
9-1 |
| 2011 Nashville |
10-0 |
| 2012 Pinckneyville |
10-0 |
| 2013 Nashville |
8-2 |
| 2014 Nashville |
10-0 |
| 2015 Nashville |
8-1 |
| 2016 Nashville, Pinckneyville |
9-1 |
| 2017 Pinckneyville |
____ |
| 2018 Pinckneyville |
____ |
| 2019 Nashville |
9-1 |
| 2020 Nashville/Pinckneyvile |
9-1 |
| 2021 Nashville |
8-0 |
| 2022 Nashville |
8-0 |
| 2023 Carterville |
8-0 |