2010-2011
Winners OAKFIELD INN
Runners up AC PONTYMISTER
First Round September 10th 2011
| Villa Dino Christchurch | 3 | v | 2 | Lliswerry 2nds |
| Cromwell Youth | 4 | v | 1 | Machen AFC |
| Newport Corinthians | 3 | v | 10 | Newport Eagles 1st |
| Cwmcarn Athletic | 1 | v | 3 | Pill AFC |
| Racing Club 2nds | 4 | v | 2 | Racing Club 1sts |
| Graig-Y-Rhacca | 5 | v | 0 | FC Pockets |
| Crosskeys AFC 2nds | 1 | v | 4 | Crosskeys AFC 1sts |
| CCYP AFC | 4 | v | 2 | Docks Cons |
| Llanyravon AFC | 8 | v | 0 | Rogerstone AFC |
Byes
| Newport Eagles 2nds | Lucas Cwmbran | |||
| Pontnewydd United | Llanyravon AFC 1sts | |||
| Shaftesbury Youth | FC Boilermalers | |||
| Albion Rovers 2nds | Caerleon Town | |||
| Baneswell Social | Ponthir 2nds | |||
| K-2 | Ponthir AFC 3rds | |||
| Gaer Park Rangers | Albion Rovers 3rds | |||
| AC Pontymister 2nds | Coed Eva Athletic | |||
| Bettws Socialdad 1sts | Infusion Sports Bar | |||
| Pill Hibernians | Risca Athleuic | |||
| AC Pontymister 3rds | Bettws Socialdad 2nds | |||
Second Round September 24th 2011
| Crosskeys AFC 1sts | 3 | v | 2 | Villa Dino Christchurch |
| Gaer Park Rangers | 4 | v | 3 | Ponthir 2nds |
| Caerleon Town | 0 | v | 8 | Shaftesbury Youth |
| K-2 | 2 | v | 1 | Lucas Cwmbran |
| CCYP AFC | 7 | v | 0 | Baneswell Social |
| Bettws Socialdad 1sts | 8 | v | 1 | Risca Athletic |
| Cromwell Youth | 0 | v | 2 | FC Boilermakers |
| Coed Eva Athletic | 0 | v | 4 | Pill AFC |
| Infusion Sports Bar | 2 | v | 1 | AC Pontymister 2nds |
| Bettws Socialdad 2nds | 8 | v | 2 | Newport Eagles 2nds |
| Pontnewydd United | 7 | v | 2 | Racing Club 1sts |
| Albion Rovers 3rds | 4 | v | 9 | Newport Eagles 1sts |
| Bye | v | WO | Llanyravon AFC 2nds | |
| Pill Hibernians | 5 | v | 0 | Ponthir |
| Albion Rovers 2nds | 3 | v | 1 | Llanyravon AFC 1sts |
| Graig-Y-Rhacca | 7 | v | 6 | AC Pontymister 3rds |
Third Round
| Pontnewydd United | v | Shaftesbury Youth | ||
| Pill AFC | v | Crosskeys AFC 1sts | ||
| Bye | v | Infusion Sports Bar | ||
| Llanyravon AFC 2nds | v | CCYP AFC | ||
| K-2 | v | Gaer Park Rangers | ||
| FC Boilermakers | v | Albion Rovers 2nds | ||
| Newport Eagles 1sts | v | Bettws Socialdad 2nds | ||
| Bettws Socialdad 2nds | v | Machen AFC |
Fourth Round
Semi Final
Final May