| 1972/73 | Carlton Town | Jessopstown Rangers | |
| 1973/74 | Clifton Albion | Kintyre Coastguard | |
| 1974/75 | Georgetown Atlantic | Vaughanstown | Eleanor's Bay Cosmos, Kintyre Coastguard |
| 1975/76 | Carmichael Town | Bricknell Town | Gresdon Methodists, New Lincoln University |
| 1976/77 | Lavender Park | Uffington Edge | Edwalton, Worthington Rovers |
| 1977/78 | Deportivo León | Bricknell Town | Adelaide Wanderers, Little Padstow, Port Orient Battery, Clifton Albion |
| 1978/79 | Hereford & Aspley | Uffington Edge | Jessopstown Rangers, Gresdon Methodists, St Vincent All Stars |
| 1979/80 | La Robla | Kirkby Harriers | AFC Droy, Racing Club, Adelaide Wanderers |
| 1980/81 | Maulover Bay Rowdies | New Plymouth Mariners | Edwalton, New Lincoln University, Kingsport Bohemians |
| 1981/82 | Wyvernmouth Dockers | Vaughanstown | Courteney Villa, Worthington Rovers, Eleanor's Bay Cosmos |
| 1982/83 | Real San Domingo | Purditon Town | AFC Droy, Whitburn Carew, St Vincent All Stars |
| 1983/84 | Lavender Park | Bricknell Town | Hereford & Aspley, Sancti Spiritus, Worthington Rovers |
| 1984/85 | Palmerston United | Carlton Town | Port Fowey Royals, Courteney Villa, Baptist Railway Athletic |
| 1985/86 | Kirkby Harriers | Georgetown Atlantic | Kingsport Bohemians, Little Antonito, Jessopstown Rangers |
| 1986/87 | Wyvernmouth Dockers | Adelaide Wanderers | Little Padstow, Santiago de Brados, Deportivo León |
| 1987/88 | Lavender Park | Carmichael Town | Palmerston United, Hoxbeth Amateurs, Edwalton |
| 1988/89 | Adelaide Wanderers | Carlton Town | Port Fowey Royals, Baptist Railway Athletic, Wincanton Athletic |
| 1989/90 | Port Orient Battery | Uffington Edge | Little Padstow, Clifton Albion, Deportivo León |
| 1990/91 | Wyvernmouth Dockers | Bricknell Town | Eleanor's Bay Cosmos, Jessopstown Rangers, West Walpool Juniors, Edwalton |
| 1991/92 | Vaughanstown | Carlton Town | Sancti Spiritus, Kingsport Bohemians, Durham West End |
| 1992/93 | Port Orient Battery | Eleanor's Bay Cosmos | Wincanton Athletic, Santiago de Brados, Worthington Rovers |
| 1993/94 | Purditon Town | Bricknell Town | Gresdon Methodists, Courteney Villa, Deportivo León |
| 1994/95 | Uffington Edge | West Walpool Juniors | South Bay Sports, Racing Club, Jessopstown Rangers |
| 1995/96 | Stoneleigh Town | New Plymouth Mariners | Palmerston United, Hereford & Aspley, Little Padstow |
| 1996/97 | Purditon Town | Clifton Albion, Vaughanstown | South Bay Sports, Sancti Spiritus, Carmichael Town |
| 1997/98 | Kingsport Bohemians | Worthington Rovers | Hereford & Aspley, Port Orient Battery, Deportivo León |
| 1998/99 | Dockside Admirals | Lavender Park | Santiago de Brados, St Vincent All Stars, Sancti Spiritus |
| 1999/00 | Kirkby Harriers | Hereford & Aspley | Wyvernmouth Dockers, Eleanor's Bay Cosmos, Wincanton Athletic |
| 2000/01 | Clifton Albion | Carlton Town | West Walpool Juniors, Courteney Villa, Lansdowne 1981 |
| 2001/02 | Vaughanstown | AFC Droy | Santiago de Brados, Edwalton, Whitburn Carew, Gresdon Methodists |
| 2002/03 | Real San Domingo | Carlton Town | Hoxbeth Amateurs, Courteney Villa, Holloway Sands |
| 2003/04 | Serjeant's Bay | Port Fowey Royals | Baptist Railway Athletic, Wincanton Athletic, West Walpool Juniors |
| 2004/05 | Lavender Park | Vaughanstown | Jessopstown Rangers, St Vincent All Stars, Worthington Rovers |
| 2005/06 | Kirkby Harriers | AFC Droy | Little Padstow, Durham West End, West Walpool Juniors |
| 2006/07 | Uffington Edge | Holloway Sands | Adelaide Wanderers, Baptist Railway Athletic, Lansdowne 1981 |
| 2007/08 | Port Bristol Rovers | New Plymouth Mariners | Palmerston United, Kintyre Coastguard, Serjeant's Bay |
| 2008/09 | Carlton Town | Carmichael Town | South Bay Sports, Little Padstow, Kingsport Bohemians |
| 2009/10 | Uffington Edge | Hereford & Aspley | Hoxbeth Amateurs, Real San Domingo, Adelaide Wanderers, St Vincent All Stars |
| 2010/11 | Port Bristol Rovers | Clifton Albion | Racing Club, Santiago de Brados, Port Fowey Royals |
| 2011/12 | Maulover Bay Rowdies | Eleanor's Bay Cosmos | Jessopstown Rangers, Deportivo León, Holloway Sands |
| 2012/13 | Gresdon Methodists | Bricknell Town | Real San Domingo, Palmerston United, Durham West End |
| 2013/14 | Hereford & Aspley | South Bay Sports | Holloway Sands, Clifton Albion, Adelaide Wanderers |
| 2014/15 | Georgetown Atlantic | Gresdon Methodists | Racing Club, AFC Droy, Sancti Spiritus |
| 2015/16 | La Robla | Port Fowey Royals | Palmerston United, Carlton Town, Kingsport Bohemians |
| 2016/17 | Vaughanstown | Whitburn Carew | St Vincent All Stars, West Walpool Juniors, Sancti Spiritus |
| 2017/18 | Georgetown Atlantic | Port Orient Battery | Clifton Albion, Racing Club, Durham West End |
| 2018/19 | Bricknell Town | Adelaide Wanderers | Carlton Town, Lansdowne 1981, Carmichael Town |
| 2019/20 | La Robla | Wyvernmouth Dockers | Eleanor's Bay Cosmos, Serjeant's Bay, Port Fowey Royals |
| 2020/21 | AFC Droy | Uffington Edge | Clifton Albion, Gresdon Methodists, Durham West End |
| 2021/22 | New Plymouth Mariners | Whitburn Carew | Real San Domingo, Hereford & Aspley, South Bay Sports, Worthington Rovers |
| 2022/23 | Georgetown Atlantic | Port Orient Battery | Santiago de Brados, Deportivo León, Little Padstow |
| 2023/24 | La Robla | Jessopstown Rangers | Wincanton Athletic, St Vincent All Stars, Sancti Spiritus |
| 2024/25 | Hereford & Aspley | Maulover Bay Rowdies | Little Padstow, Eleanor's Bay Cosmos, Baptist Railway Athletic, New Lincoln University |
| 2025/26 | AFC Droy | Adelaide Wanderers | Gresdon Methodists, Wyvernmouth Dockers, Santiago de Brados |