| 1974/75 | Antonito Boilermen | Stoke Town |
| 1975/76 | Newark Port | Birkstall Welfare |
| 1976/77 | Courton Lees | Rocastle United, Walker Celtic, Beaumaris United |
| 1977/78 | Westville Wanderers | Chapeltown Academical, Boulton Rovers, Brighthaven Regent |
| 1978/79 | The Maldons | Lennox Meridian, Birkstall Welfare |
| 1979/80 | Walker Celtic | Swannbridge Town, Hassockstown Ramblers |
| 1980/81 | Large Victoria | Jostinians, Stoughborough Town, The Maldons |
| 1981/82 | Thorpe St Martin | Lennox Meridian, Hassockstown Ramblers |
| 1982/83 | Petherick Ferry | Brunigton Town, Westville Wanderers |
| 1983/84 | St Jude | Torpedo Webbstown, Clevedon Magna |
| 1984/85 | Camptown Athletic | Large Victoria, Birkstall Welfare |
| 1985/86 | Swannbridge Town | Stoughborough Town, Chapeltown Academical |
| 1986/87 | Draycott Town | The Mavericks, Heckingborough |
| 1987/88 | Brenton Mill Spartans | Torpedo Webbstown, Swannbridge Town |
| 1988/89 | Brath Vale | Thorpe St Martin, St Jude |
| 1989/90 | Westville Wanderers | Camptown Athletic, Swannbridge Town |
| 1990/91 | Jostinians | Hassockstown Ramblers, Brighthaven Regent, Stoke Town |
| 1991/92 | Birkstall Welfare | Lennox Meridian, Draycott Town |
| 1992/93 | Hassockstown Ramblers | Swannbridge Town, Windaybank Thistle |
| 1993/94 | Stoke Town | The Mavericks, Heckingborough |
| 1994/95 | Brizes Apps | St Jude, Brath Vale |
| 1995/96 | Jostinians | Rocastle United, The Mavericks |
| 1996/97 | Walker Celtic | Westville Wanderers, Princes Yeomouth, Draycott Town |
| 1997/98 | St Luke's Yonder | Large Victoria, Clawton-in-Ribbert |
| 1998/99 | Rocastle United | Chapeltown Academical, Stoke Town |
| 1999/00 | Clawton-in-Ribbert | Birkstall Welfare, Brath Vale |
| 2000/01 | Petherick Ferry | Newark Port, Lennox Meridian |
| 2001/02 | Brighthaven Regent | St Jude, Stoughborough Town, Crayness United |
| 2002/03 | Torpedo Webbstown | Newark Port, Thorpe St Martin |
| 2003/04 | Beaumaris United | Jostinians, Mannion |
| 2004/05 | The Maldons | Clevedon Magna, Crayness United |
| 2005/06 | Swannbridge Town | Rocastle United, Lennox Meridian |
| 2006/07 | Mannion | Stoke Town, Jostinians |
| 2007/08 | Boulton Rovers | Brighthaven Regent, Thorpe St Martin |
| 2008/09 | St Jude | Rocastle United, The Mavericks |
| 2009/10 | Hassockstown Ramblers | Thorpe St Martin, Brenton Mill Spartans, St Luke's Yonder |
| 2010/11 | Brath Vale | Camptown Athletic, Copeside Union |
| 2011/12 | Newark Port | The Maldons, Clawton-in-Ribbert |
| 2012/13 | Petherick Ferry | Brighthaven Regent, St Luke's Yonder |
| 2013/14 | Lennox Meridian | Boulton Rovers, Draycott Town |
| 2014/15 | Walker Celtic | Courton Lees, Thorpe St Martin |
| 2015/16 | Westville Wanderers | Crayness United, Clawton-in-Ribbert |
| 2016/17 | Clevedon Magna | Brath Vale, Heckingborough |
| 2017/18 | Petherick Ferry | Stoughborough Town, Copeside Union |
| 2018/19 | Hassockstown Ramblers | Mannion, Brath Vale |
| 2019/20 | The Maldons | Beaumaris United, Large Victoria |
| 2020/21 | Clevedon Magna | Brighthaven Regent, Heckingborough |
| 2021/22 | Brath Vale | Crayness United, Thorpe St Martin, Clawton-in-Ribbert |
| 2022/23 | Heckingborough | Swannbridge Town, Westville Wanderers |
| 2023/24 | Hassockstown Ramblers | Beaumaris United, Mannion |
| 2024/25 | Brenton Mill Spartans | Lennox Meridian, Stoke Town, Swannbridge Town |
| 2025/26 | Boulton Rovers | Beaumaris United, Torpedo Webbstown |