| 1891/92 | Treharris |
| 1892/93 | Cardiff |
| 1893/94 | Rogerstone |
| 1894/95 | Builth Rangers |
| 1895/96 | Treharris Rangers |
| 1896/97 | Porth |
| 1897/98 | Llandrindod Wells |
| 1898/99 | Milford Haven |
| 1899/1900 | Rogerstone |
| 1900/01 | Gadlys Rovers |
| 1901/02 | Treharris |
| 1902/03 | Cardiff Albions |
| 1903/04 | Milford Haven |
| 1904/05 | Pontlottyn |
| 1905/06 | Barry Dock Albion |
| 1906/07 | 2nd Wilts Regiment |
| 1907/08 | Llanfaes Brigade |
| 1908/09 | Troedyrhiw Stars |
| 1909/10 | High Cross Stars Rogerstone |
| 1910/11 | Mond Nickel Works |
| 1911/12 | Aberaman Athletic & Nelson |
| 1912/13 | Aberaman Athletic |
| 1913/14 | Barry ‘A’ |
| 1914/19 | NO COMPETITION |
| 1919/20 | Troedyrhiw Stars |
| 1920/21 | Treharris Athletic |
| 1921/22 | Abercynon |
| 1922/23 | Cardiff Corinthians Reserves |
| 1923/24 | Merthyr Vale |
| 1924/25 | Wattstown |
| 1925/26 | Wattstown |
| 1926/27 | Dowlais Town |
| 1927/28 | Merthyr Vale Rechabites |
| 1928/29 | Swansea ‘A’ |
| 1929/30 | Ranks Athletic |
| 1930/31 | Treorchy Juniors |
| 1931/32 | Treharris Athletic |
| 1932/33 | Treorchy Juniors |
| 1933/34 | Treharris Athletic |
| 1934/35 | Caerphilly United |
| 1935/36 | Caerphilly United |
| 1936/37 | Llwynypia Colliery |
| 1937/38 | Swansea Nomads |
| 1938/39 | Llwynypia Colliery |
| 1939/43 | NO COMPETITION |
| 1943/44 | 32 MU RAF |
| 1944/45 | Abercynon Athletic |
| 1945/46 | Bargoed United |
| 1946/47 | Cwmbach Royal Stars |
| 1947/48 | Hirwaun Welfare |
| 1948/49 | Brynna United |
| 1949/50 | Grange Albions |
| 1950/51 | Fleur-de Lys Welfare |
| 1951/52 | Cilfynydd Welfare |
| 1952/53 | GKB & N (Cardiff) |
| 1953/54 | Hirwaun Welfare |
| 1954/55 | Penarth Town |
| 1955/56 | GK (Cardiff) |
| 1956/57 | Steel Company of Wales |
| 1957/58 | Taffs Well |
| 1958/59 | Cwmbach Sports |
| 1959/60 | GK (Cardiff) |
| 1960/61 | Cwm Welfare |
| 1961/62 | Guest Keen (Cardiff) |
| 1962/63 | Tynte Rovers |
| 1963/64 | Cardiff Cosmos |
| 1964/65 | Cardiff Cosmos |
| 1965/66 | St Patricks |
| 1966/67 | Swansea Nomads |
| 1967/68 | Guest Keen (Cardiff) |
| 1968/69 | Swansea Nomads |
| 1969/70 | Cambrian United |
| 1970/71 | Ynyscynon Athletic |
| 1971/72 | Cambrian United |
| 1972/73 | Abercwmboi Athletic |
| 1973/74 | Llanishen |
| 1974/75 | Taffs Well |
| 1975/76 | Barry Plastics |
| 1976/77 | Taffs Well |
| 1977/78 | Cardiff Cosmos |
| 1978/79 | Ely Rangers |
| 1979/80 | Anthonys |
| 1980/81 | Ely Rangers |
| 1981/82 | Llantwit Fardre |
| 1982/83 | Seaview |
| 1983/84 | Bridgend Street |
| 1984/85 | Caerau (Ely) |
| 1985/86 | Llantwit Fardre |
| 1986/87 | Baglan BC |
| 1987/88 | Grange Albion |
| 1988/89 | Hoover Sports |
| 1989/90 | Porthcawl Town |
| 1990/91 | Llwydcoed Welfare |
| 1991/92 | Bridgend Street |
| 1992/93 | Les Croupiers Caerau (Ely) |
| 1993/94 | Les Croupiers Caerau (Ely) |
| 1994/95 | Les Croupiers Caerau (Ely) |
| 1995/96 | Gwynfi United |
| 1996/97 | Les Croupiers Caerau (Ely) |
| 1997/98 | Troedyrhiw |
| 1998/99 | AFC Llwydcoed |
| 1999/2000 | Bettws |
| 2000/01 | Grange Albion |
| 2001/02 | Llantwit Fardre |
| 2002/03 | Caerau All Whites |
| 2003/04 | Pantyscallog Village Juniors |
| 2004/05 | Cornelly United |
| 2005/06 | Glyncorrwg Hall |
| 2006/07 | Glyncorrwg Hall |
| 2007/08 | Abernant Rovers |
| 2008/09 | Penrhiwceiber Con A |
| 2009/10 | Clwb Cymric |
| 2010/11 | Brackla |
| 2011/12 | Trelai |
| 2012/13 | Margam YC |
| 2013/14 | Bluebird |
| 2014/15 | Gelli Hibernia |
| 2015/16 | Trebanog |
| 2016/17 | Penydarren BC |
| 2017/18 | NO COMPETITION |
| 2018/19 | Holton Road |
| 2019/20 | Competition cancelled |
| 2020/21 | Competition cancelled |
| 2021/22 | Llanrumney Athletic |
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