| Final: |
| v | |
| Semi Finals |
| | |
| | |
| Round 2 |
| Chirk AAA | v | Cefn Albion |
| Corwen | v | Mold Alexandra |
| Brymbo | v | Hawarden Rangers |
| Rhostyllen/Brickfield | v | FC Nomads |
| Round 1 |
| Cefn Albion | 4-1 | Llay Welfare |
| Mold Alexandra | 4-2 | Saltney Town |
| Rhos Aelwyd | 0-1 | Hawarden Rangers |
| Rhostyllen | Oct 6 | Brickfield Rangers |
| Lex XI | 1-2 | FC Nomads |
| Corwen | 6-0 | Queens Park |
| Penycae | 1-3 | Chirk AAA |
| Llanuwchllyn | 2-3 | Brymbo |
|
| Previous Winners |
| 2018 | Brickfield Rangers |
| 2017 | Cefn Albion |
| 2016 | Ruthin Town |
| 2015 | FC Nomads of CQ |
| 2014 | Ruthin Town |
| 2013 | Brymbo |
| 2012 | Gresford Athletic |
| 2011 | Gresford Athletic |
| 2010 | Venture |
| 2009 | Rhos Aelwyd |
| 2008 | Brymbo |
| 2007 | Cefn United |
| 2006 | Mynydd Isa |
| 2005 | Mynydd Isa |
| 2004 | Chirk AAA |
| 2003 | Mynydd Isa |
| 2002 | Mold Alexandra |
| 2001 | Mold Alexandra |
| 2000 | Llangollen |
| 1999 | Chirk AAA |
| 1998 | Castell AC |
| 1996 | New Broughton |
| 1995 | Oswestry Town |
| 1994 | Penycae |
| 1993 | Lex XI |
| 1992 | Ruthin Town |
| 1991 | Chirk AAA |
| 1989 | Chirk AAA |
| 1988 | Llay RBL |
| 1987 | Cefn Albion |
|