Welsh Football League Division 1
| 1965-66 | Chepstow Town | ||
| 1966-67 | Caerleon | ||
| 1967-68 | Swansea University | ||
| 1968-69 | Cwmbran Town | ||
| 1969-70 | Ynysybwl Athletic | ||
| 1970-71 | Croesyceiliog | ||
| 1971-72 | Cardiff University | ||
| 1972-73 | Sully | ||
| 1973-74 | Pontllanfraith | ||
| 1974-75 | Caerau Athletic | ||
| 1975-76 | Blaenavon Blues | ||
| 1976-97 |  Wales | ABERGAVENNY THURSDAYS | Abergavenny Thursdays |
| 1977-78 | Wales | Milford United | |
| 1978-79 | Aberaman Athletic | ||
| 1979-80 | Wales | Newport YMCA | |
| 1980-81 | Lake United | ||
| 1981-82 | Trelewis | ||
| 1982-83 | Wales | Ferndale Athletic | |
| 1983-84 | Tondu Robins |
Welsh Football League Premier Division
| 1984-85 | Sully | ||
| 1985-86 | Wales | Cardiff Corinthians | |
| 1986-87 | Wales | Richie Morgan | Sully |
| 1987-88 | Wales | AFC Cardiff | |
| 1988-89 | Afan Lido | ||
| 1989-90 | Afan Lido | ||
| 1990-91 | Wales | Sully |
Welsh Football League Division 1
| 1991-92 | Wales | Morriston Town | Morrison Town |
|---|---|---|---|
| 1992-93 | Wales | Blaenrhondda | Blaenrhondda |
| 1993–94 | AFC Porth | ||
| 1994–95 | Taffs Well | ||
| 1995–96 | Penrhiwceiber Rangers | ||
| 1996–97 | Grange Harlequins | ||
| 1997–98 | Phil Clay | Bridgend Town | |
| 1998–99 | Pontardawe Town | ||
| 1999–2000 | Penrhiwceiber Rangers | ||
| 2000–01 | Fields Park Pontllanfraith | ||
| 2001–02 | Garw | ||
| 2002–03 | Garden Village | ||
| 2003–04 | Dinas Powys | ||
| 2004–05 | Skewen Athletic | ||
| 2005–06 | Pontardawe Town | ||
| 2006–07 | Pontypridd Town | ||
| 2007–08 | Garw | ||
| 2008–09 | Bettws | ||
| 2009–10 | West End | ||
| 2010–11 | Penrhiwceiber Rangers | ||
| 2011–12 | Ton Pentre | ||
| 2012–13 | Monmouth Town | ||
| 2013–14 | Carl Evans & Lee Relish | Goytre | |
| 2014–15 | Wales | DR CHRISTIAN EDWARDS | Cardiff Metropolitan |
| 2015–16 | Wales | Gavin Chesterfield | Barry Town United |
| 2016–17 | Wales | Andy Hill | Llanelli Town |
| 2017–18 | Wales | Karl Lewis | Llantwit Major |
| 2018–19 | Wales | Dale Gardiner | STM Sports |
