| 1969/70 | Dynamo Denton | Southcastle United | New Lincoln |
| 1970/71 | Warfield Industrial | Dynamo Denton | Walpool International |
| 1971/72 | Hardwick Rovers | Dynamo Denton | |
| 1972/73 | Dynamo Denton | Southcastle United | Sunnymede Rangers, Maulover Bay Rowdies, New Lincoln |
| 1973/74 | FC Brados | Dynamo Denton | Lavender Park, New Plymouth Mariners, St John Meridian, West Heath Rangers, Purditon Town, Brizes Apps |
| 1974/75 | FC Brados | Whatton 004 | Frotes Juniors, Lambeth |
| 1975/76 | Hardwick Rovers | FC Brados | Port Bristol Rovers, Kirkby Harriers |
| 1976/77 | East Camberwell United | FC Brados | New Plymouth Mariners, Real San Domingo |
| 1977/78 | Dynamo Denton | FC Brados | Georgetown Atlantic, Queenstown Riot |
| 1978/79 | FC Brados | Dynamo Denton | Warfield Industrial, New Lincoln |
| 1979/80 | FC Brados | Hardwick Rovers | Whatton 004, Syrell Regis Rescue |
| 1980/81 | Southcastle United | Hardwick Rovers | Dockside Admirals |
| 1981/82 | Southcastle United | FC Brados | Brizes Apps, Large United, Port Bristol Rovers |
| 1982/83 | FC Brados | Partizan Warfield | Windaybank Thistle, Lambeth, Sunnymede Rangers |
| 1983/84 | Hardwick Rovers | Partizan Warfield | New Lincoln, Stoneleigh Town, Wyvernmouth Dockers |
| 1984/85 | Partizan Warfield | FC Brados | Walpool Seagulls, Warfield Industrial, Whatton 004 |
| 1985/86 | Hardwick Rovers | Partizan Warfield | New Plymouth Mariners, West Heath Rangers, Brizes Apps |
| 1986/87 | FC Brados | Hardwick Rovers | St John Meridian, Maulover Bay Rowdies, Vaughanstown |
| 1987/88 | Hardwick Rovers | FC Brados | Large United, Frotes Juniors, Whatton 004 |
| 1988/89 | North Denton United | Hardwick Rovers | Georgetown Atlantic, Purditon Town, Lambeth |
| 1989/90 | FC Brados | North Denton United | East Camberwell United, Southcastle United, Frotes Juniors |
| 1990/91 | Dynamo Denton | Hardwick Rovers | La Robla, Kirkby Harriers, Queenstown Riot |
| 1991/92 | Hardwick Rovers | Dynamo Denton | Large United, West Heath Rangers, Maulover Bay Rowdies |
| 1992/93 | Dynamo Denton | FC Brados | Stoneleigh Town, Dockside Admirals, Southcastle United |
| 1993/94 | Dynamo Denton | Partizan Warfield | Courton Lees, Brunigton Town, Lavender Park |
| 1994/95 | Partizan Warfield | Hardwick Rovers | Port Bristol Rovers, Dockside Admirals, Adelaide Wanderers |
| 1995/96 | Partizan Warfield | Hardwick Rovers | Lambeth, Queenstown Riot, Georgetown Atlantic |
| 1996/97 | Gresdon Town | Partizan Warfield | Maulover Bay Rowdies, Carlton Town, Redmond Town |
| 1997/98 | FC Brados | Gresdon Town | Lambeth, Walpool Seagulls, La Robla |
| 1998/99 | Dynamo Denton | FC Brados | Purditon Town, Uffington Edge, Warfield Industrial |
| 1999/00 | FC Brados | Hardwick Rovers | New Lincoln, Antonito Boilermen, Whatton 004 |
| 2000/01 | FC Brados | Dynamo Denton | Lambeth, Large United, Maulover Bay Rowdies |
| 2001/02 | FC Brados | Partizan Warfield | Frotes Juniors, New Plymouth Mariners, La Robla |
| 2002/03 | Partizan Warfield | Hardwick Rovers | Courton Lees, Georgetown Atlantic, Stoneleigh Town |
| 2003/04 | FC Brados | West Heath Rangers | Dockside Admirals, North Denton United, Brizes Apps |
| 2004/05 | West Heath Rangers | FC Brados | Lambeth, Sunnymede Rangers, Port Bristol Rovers |
| 2005/06 | West Heath Rangers | Dynamo Denton | Stoneleigh Town, Maulover Bay Rowdies, Warfield Industrial |
| 2006/07 | Hardwick Rovers | West Heath Rangers | Frotes Juniors, Queenstown Riot, Stoughborough Town |
| 2007/08 | Hardwick Rovers | West Heath Rangers | Large United, North Denton United, New Lincoln |
| 2008/09 | Dynamo Denton | Walpool Seagulls | Vaughanstown, East Camberwell United, Antonito Boilermen |
| 2009/10 | FC Brados | West Heath Rangers | Frotes Juniors, La Robla, Purditon Town |
| 2010/11 | FC Brados | Hardwick Rovers | Lambeth, Southcastle United, Windaybank Thistle |
| 2011/12 | West Heath Rangers | FC Brados | Dockside Admirals, Queenstown Riot, New Plymouth Mariners |
| 2012/13 | Dynamo Denton | Hardwick Rovers | Gresdon Town, Brunigton Town, Whatton 004 |
| 2013/14 | East Camberwell United | Partizan Warfield | Lavender Park, Walpool Seagulls, Brizes Apps |
| 2014/15 | Partizan Warfield | Dynamo Denton | Kirkby Harriers, Large United, Chapeltown Academical |
| 2015/16 | FC Brados | Hardwick Rovers | Antonito Boilermen, Stoneleigh Town, New Lincoln |
| 2016/17 | West Heath Rangers | FC Brados | Port Bristol Rovers, Kirkby Harriers, Windaybank Thistle |
| 2017/18 | FC Brados | Dynamo Denton | Lavender Park, Whatton 004, Maulover Bay Rowdies |
| 2018/19 | Partizan Warfield | FC Brados | New Lincoln, Dockside Admirals, Frotes Juniors |
| 2019/20 | FC Brados | Partizan Warfield | St John Meridian, Vaughanstown, Stoneleigh Town |
| 2020/21 | Partizan Warfield | West Heath Rangers | Antonito Boilermen, Sunnymede Rangers, Port Bristol Rovers |
| 2021/22 | Partizan Warfield | West Heath Rangers | Vaughanstown, Maulover Bay Rowdies, Stoneleigh Town |
| 2022/23 | Hardwick Rovers | Gresdon Town | Brizes Apps, Port Bristol Rovers, Whatton 004 |
| 2023/24 | West Heath Rangers | FC Brados | Large United, Frotes Juniors, Vaughanstown |
| 2024/25 | West Heath Rangers | Hardwick Rovers | Lavender Park, Lambeth, Port Bristol Rovers |
| 2025/26 | West Heath Rangers | FC Brados | Purditon Town, Windaybank Thistle, Whitburn Carew |