| Year | Winner | Country | ||
|---|---|---|---|---|
| 2023 |
|
The New Saints |
|
Wales |
| 2022 |
|
The New Saints |
|
Wales |
| 2021 |
|
Connah's Quay Nomads |
|
Wales |
| 2020 |
|
Connah's Quay Nomads |
|
Wales |
| 2019 |
|
The New Saints |
|
Wales |
| 2018 |
|
The New Saints |
|
Wales |
| 2017 |
|
The New Saints |
|
Wales |
| 2016 |
|
The New Saints |
|
Wales |
| 2015 |
|
The New Saints |
|
Wales |
| 2014 |
|
The New Saints |
|
Wales |
| 2013 |
|
The New Saints |
|
Wales |
| 2012 |
|
The New Saints |
|
Wales |
| 2011 |
|
Bangor City |
|
Wales |
| 2010 |
|
The New Saints |
|
Wales |
| 2009 |
|
Rhyl FC |
|
Wales |
| 2008 |
|
Llanelli AFC |
|
Wales |
| 2007 |
|
The New Saints |
|
Wales |
| 2006 |
|
TNS Llansantffraid |
|
Wales |
| 2005 |
|
TNS Llansantffraid |
|
Wales |
| 2004 |
|
Rhyl FC |
|
Wales |
| 2003 |
|
Barry Town FC |
|
Wales |
| 2002 |
|
Barry Town FC |
|
Wales |
| 2001 |
|
Barry Town FC |
|
Wales |
| 2000 |
|
TNS Llansantffraid |
|
Wales |
| 1999 |
|
Barry Town FC |
|
Wales |
| 1998 |
|
Barry Town FC |
|
Wales |
| 1997 |
|
Barry Town FC |
|
Wales |
| 1996 |
|
Barry Town FC |
|
Wales |
| 1995 |
|
Bangor City |
|
Wales |
| 1994 |
|
Bangor City |
|
Wales |
| 1993 |
|
Cwmbran Town |
|
Wales |