2009-20010
Winners PONTHIR AFC
Runners up ALBION ROVERS
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Last seasons winners Ponthir AFC
First Round September 4th 2010
| Racing Club Npt | v | Lliswerry AFC 2nds | ||
| Lliswerry AFC 3rds | v | Shaftesbury Youth | ||
| Machen AFC | v | Bettws Social Club 2nds | ||
| Albion Rovers 2nds | v | Gaer Park Rangers | ||
| Ty-Sign AFC | v | Riverside Tavern | ||
| Cromwell Youth 2nds | v | Pill Hibernians 2nds | ||
| Oakfield AFC | v | Bettws Social Club | ||
| Cwmbran Celtic 2nds | v | Cwmcarn Athletic 2nds | ||
| Bettws Socialdad | v | M.S.Dynamo | ||
| Coed Eva Athletic | v | Pontnewydd United 2nds |
Byes
| Caerleon Town 2nds | Sporting Baneswell Social | |||
| Ponthir AFC 2nds | AC Pontymister 2nds | |||
| Graig-Y-Rhacca 2nds | Bettws Socialdad | |||
| CCYP AFC 2nds | Llanyrafon AFC | |||
| Albion Rovers 3rds | Newport Eagles | |||
| Newport Eagles AFC 2nds | Rogerstone AFC 2nds | |||
| Lucas Cwmbran 2nds | K-2 AFC 2nds | |||
| F.C.Pockets AFC | Newport Corinthians 2nds | |||
| Riverside Tavern FC | St Julians AFC 2nds | |||
| Villa Dino Christchurch 2nds | Pill AFC 2nds | |||
| Ferns | AC Pontymister 3rds |