2009-2010
Winners AC PONTYMISTER
Runners up ST JULIANS
Last seasons winners AC Pontymister
First Round September 4th 2010
| Lliswerry AFC | v | Newport Corinthians | ||
| St Julians AFC | v | Llanwern RTB | ||
| Ponthir AFC | v | CCYP AFC | ||
| Pill AFC | v | Caerleon Town | ||
| Trethomas Bluebirds | v | Lucas Cwmbran | ||
| Glan-Yr-Afon AFC | v | Malpas United | ||
| Cwmbran Celtic | v | Coed Eva Athletic | ||
| Albion Rovers | v | AC Pontymister | ||
| Marshfield AFC | v | Rogerstone AFC | ||
| Graig-Y-Rhacca | v | Pontnewydd United | ||
| Pill Hibernians | v | Docks Cons | ||
| Henllys Rangers | v | Spencer Y&B Club | ||
| bye | K-2 AFC | |||
| bye | Cromwell Youth | |||
| bye | Cwmcarn Athletic | |||
| bye | Villa Dino Christchurch |