| Year | Result |
| 2009 | M-O-T (Middletown) 13, Canal (Bear) 3 (4 innings) |
| 2008 | M-O-T (Middletown) 9, Naamans (Wilmington) 6 |
| 2007 | M-O-T (Middletown) 11, Brandywine (Wilmington) 1 (4 innings) |
| 2006 | Naamans (Wilmington) 7, M-O-T (Middletown) 5 |
| 2005 | Canal (Bear) 7, Georgetown 6 (7 innings) |
| 2004 | Capitol (Wilmington) 4, M-O-T (Middletown) 3 |
| 2003 | Naamans (Wilmington) 12, M-O-T (Middletown) 2 (4 innings) |
| 2002 | Lower Sussex (Frankford) 6, Newark American 5 |
| 2001 | Midway (Newark) 9, Camden-Wyoming 5 |
| 2000 | Milford 5, Naamans (Wilmington) 1 |
| 1999 | Dover d. Capitol (Wilmington) |
| 1998 | Georgetown 9, Newark National 6 |
| 1997 | Georgetown 6, M-O-T (Middletown) 3 |
| 1996 | Brandywine (Wilmington) 8, Nanticoke (Seaford) 4 |
| 1995 | Brandywine (Wilmington) 10, Nanticoke (Seaford) 8 (8 innings) |
| 1994 | Canal (Bear) 3, Laurel 0 |
| 1993 | Nanticoke (Seaford) 5, Midway (Newark) 1 |
| 1992 | Newark National 9, Camden-Wyoming 7 |
| 1991 | Newark American 6, Dover 2 |
| 1990 | Newark American 2, Camden-Wyoming 0 (7 innings) |
| 1989 | Brandywine (Wilmington) 8, Dover 7 |
| 1988 | Brandywine (Wilmington) 8, Nanticoke (Seaford) 5 |
| 1987 | Nanticoke (Seaford) d. Newark American |
| 1986 | Nanticoke (Seaford) 17, Piedmont (Hockessin) 5 |
| 1985 | Newark American 12, Dover 5 |
| 1984 | Newark National 10, Nanticoke (Seaford) 2 |
| 1983 | Piedmont (Hockessin) d. Millsboro |
| 1982 | Nanticoke (Seaford) 4, Newark National 0 |
| 1981 | Nanticoke (Seaford) 2, Canal (Bear) 1 |
| 1980 | Newark National d. Nanticoke (Seaford) |
| 1979 | Nanticoke (Seaford) d. Stanton-Newport |
| 1978 | Naamans (Wilmington) 1, M-O-T (Middletown) 0 (9 innings) |
| 1977 | Brandywine (Wilmington) 6, Georgetown 5 (7 innings) |
| 1976 | Naamans (Wilmington) 3, Lower Sussex (Frankford) 0 |
| 1975 | Brandywine (Wilmington) 2, Lower Sussex (Frankford) 1 |
| 1974 | Newark National 1, Laurel 0 |
| 1973 | Dover 3, Newark American 0 |
| 1972 | Suburban (New Castle) 5, Lower Sussex (Frankford) 0 |
| 1971 | Suburban (New Castle) 5, Lower Sussex (Frankford) 0 |
| 1970 | Newark American 4, Georgetown 0 |
| 1969 | Camden-Wyoming 1, Wilmington Optimist 0 |
| 1968 | Newark American 4, Dover 0 (7 innings) |
| 1967 | Georgetown 5, Naamans (Wilmington) 4 (8 innings) |
| 1966 | Georgetown 6, Newark American 2 |
| 1965 | M-O-T (Middletown) 7, Wilmington Optimist 1 |
| 1964 | Dover 7, Naamans (Wilmington) 0 |
| 1963 | Capitol (Wilmington) 6, M-O-T (Middletown) 4 |
| 1962 | Wilmington Optimist 5, Georgetown 2 |
| 1961 | Wilmington Optimist 4, Dover 3 |
| 1960 | Nanticoke (Seaford) 5, Wilmington Optimist 2 (10 innings) |
| 1959 | Wilmington Optimist 1, Nanticoke (Seaford) 0 (7 innings) |
| 1958 | Wilmington Optimist 2, M-O-T (Middletown) 1 |
| 1957 | Newark National 3, Newark American 0 |