(Featured Image: John Smith/FAW)
| 1926 | Merthyr Town | ||
| 1927 | Ebbw Vale | ||
| 1928 | Cardiff City Reserves | ||
| 1929 | Cardiff City Reserves | ||
| 1930 | Llanelli | ||
| 1931 | Swansea Town Reserves | ||
| 1932 | Llanelli | ||
| 1933 | Swansea Town Reserves | ||
| 1934 | Porth | ||
| 1935 | Barry Town Reserves | ||
| 1936 | Cardiff City Reserves | ||
| 1937 | Newport County | ||
| 1938 | Cardiff City Reserves | ||
| 1939 | Milford United | ||
| 1947 | Barry Town | ||
| 1948 | Merthyr Tydfil | ||
| 1949 | Merthyr Tydfil | ||
| 1950 | Caerau Athletic | ||
| 1951 | Merthyr Tydfil Reserves | ||
| 1952 | Abergavenny Thursdays | ||
| 1953 | Newport County Reserves | ||
| 1954 | Pembroke Borough | ||
| 1955 |  Wales | Treharris Athletic | |
| 1956 | Wales | Ebbw Vale | |
| 1957 | Wales | Ebbw Vale | |
| 1958 | Newport County Reserves | ||
| 1959 | Wales | Pembroke Borough | |
| 1960 | Wales | Cardiff City Reserves | |
| 1961 | Wales | Haverfordwest | |
| 1962 | Wales | Merthy Tydfil Reserves | |
| 1963 | Brecon Corinthians | ||
| 1973 | Cardiff City Reserves | ||
| 1974 | Cardiff City Reserves | ||
| 1975 | Llanelli | ||
| 1976 | Cardiff Corinthians | ||
| 1977 | Wales | Newport County Reserves | |
| 1978 | Wales | Newport County Reserves | |
| 1979 |  England | Barry Town | |
| 1980 | England | Pontllanfraith | |
| 1981 | Wales | Merthyr Tydfil Reserves | |
| 1982 | Wales | Brecon Corinthians | |
| 1983 | Wales | Barry Town | |
| 1984 | England | Lake United | |
| 1985 | England | Pontllanfraith | |
| 1986 | England | Pembroke Borough | |
| 1987 | Barry Town | ||
| 1988 | Bridgend Town | ||
| 1989 | Haverfodwest County | ||
| 1990 | Blaenrhondda | ||
| 1991 | Cwmbrân Town | ||
| 1992 | Brecon Corinthians | ||
| 1993 | Pembroke Borough | ||
| 1994 | Barry Town | ||
| 1995 | Grange Harlequins | ||
| 1996 | Carmarthen Town | ||
| 1997 | UWIC | ||
| 1998 | Treowen Stars | ||
| 1999 | Ton Penre | ||
| 2000 | Wales | Port Talbot Town | |
| 2001 | KEVIN RICHARDS | Wales | Ton Pentre |
| 2002 | Llanwern | ||
| 2003 | Neath | ||
| 2004 | Briton Ferry | ||
| 2005 | Goytre United | ||
| 2006 | STEVE HAGGETT | Penrhiwceiber | |
| 2007 | Wales | Afan Lido | |
| 2008 | Wales | Goytre United | |
| 2009 | Wales | Afan Lido | |
| 2010 | GARETH MORGAN | Wales | Croesyceiliog |
| 2011 | Wales | Goytre | |
| 2012 | LEE BRIDGEMAN | Wales | Taffs Well |
| 2013 | LEE BRIDGEMAN | Wales | Taffs Well |
| 2014 | ADRIAN NEEDS | Wales | AFC Porth |
| 2015 | LEE BRIDGEMAN | Wales | Taffs Well |
| 2016 | LEE BRIDGEMAN | Wales | Taffs Well |
| 2017 | ANDY HILL | Wales | Llanelli Town |
| 2018 | RICHIE RYAN | Wales | Trefelin BGC |
| 2019 | KERRY MULLINS | Wales | Penydarren BGC |
