| Bridgend & District League | ||||
| Past Winners | ||||
| Challenge Trophy | ||||
| Direct Source Challenge Trophy | ||||
| Season | Winners | Score | Runners Up | Pens. |
| 2015-2016 | Cefn Cribwr | W/O | ||
| 2014-2015 | Llan Rgs BGC | 4-2 | Pencoed | |
| 2013-2014 | Llan Rgs BGC | 3-1 | Penybont FC | |
| 2012-2013 | No Competition | |||
| 2011-2012 | Bryntirion AFC | 1-0 | Llan Rgs | |
| 2010-2011 | FC Hunters | 1-0 | Tondu Robins | |
| 1990-2010 | No Competition | |||
| 1998-1999 | Nantymoel | 4-0 | Maesteg Rangers | |
| 1997-1998 | Bryntirion | 4-2 | G.W.R. | |
| 1996-1997 | Pant Yr Awel | 1-0 | G.W.R. | |