| Round 1Saturday 21st August | Port Orient Battery | 2–1 | Jessopstown Rangers | 6 |
| Round 2Saturday 28th August | Santiago de Brados | 2–2 | Port Orient Battery | 4 |
| Round 3Saturday 4th September | Port Orient Battery | 0–0 | Little Padstow | 6 |
| Round 4Saturday 11th September | Port Orient Battery | 0–2 | New Plymouth Mariners | 12 |
| Round 5Saturday 18th September | Adelaide Wanderers | 1–0 | Port Orient Battery | 15 |
| Round 6Saturday 25th September | Port Orient Battery | 5–2 | Hereford & Aspley | 8 |
| Round 7Saturday 2nd October | Worthington Rovers | 0–2 | Port Orient Battery | 8 |
| Round 8Saturday 9th October | Port Orient Battery | 1–0 | Real San Domingo | 7 |
| Round 9Saturday 16th October | Deportivo León | 1–1 | Port Orient Battery | 6 |
| Round 10Saturday 23rd October | Port Orient Battery | 3–2 | South Bay Sports | 5 |
| Round 11Saturday 30th October | Wincanton Athletic | 0–5 | Port Orient Battery | 4 |
| Round 12Saturday 6th November | Port Orient Battery | 2–0 | Carmichael Town | 3 |
| Round 13Saturday 20th November | Palmerston United | 1–0 | Port Orient Battery | 5 |
| Round 14Saturday 27th November | Port Orient Battery | 1–1 | Baptist Railway Athletic | 5 |
| Round 15Saturday 4th December | St Vincent All Stars | 0–1 | Port Orient Battery | 5 |
| Round 16Saturday 11th December | Port Orient Battery | 1–0 | Sancti Spiritus | 4 |
| Round 17Saturday 18th December | Whitburn Carew | 3–0 | Port Orient Battery | 5 |
| Round 18Sunday 26th December | Jessopstown Rangers | 1–1 | Port Orient Battery | 5 |
| Round 19Saturday 1st January | Port Orient Battery | 1–0 | Santiago de Brados | 4 |
| Round 20Saturday 15th January | Little Padstow | 0–2 | Port Orient Battery | 4 |
| Round 21Saturday 22nd January | New Plymouth Mariners | 2–1 | Port Orient Battery | 5 |
| Round 22Saturday 5th February | Port Orient Battery | 4–0 | Adelaide Wanderers | 4 |
| Round 23Saturday 12th February | Hereford & Aspley | 0–0 | Port Orient Battery | 6 |
| Round 24Saturday 19th February | Port Orient Battery | 1–1 | Worthington Rovers | 6 |
| Round 25Saturday 26th February | Real San Domingo | 1–3 | Port Orient Battery | 6 |
| Round 26Saturday 12th March | Port Orient Battery | 3–0 | Deportivo León | 6 |
| Round 27Saturday 19th March | South Bay Sports | 2–2 | Port Orient Battery | 6 |
| Round 28Saturday 26th March | Port Orient Battery | 2–0 | Wincanton Athletic | 4 |
| Round 29Saturday 2nd April | Carmichael Town | 0–2 | Port Orient Battery | 3 |
| Round 30Saturday 9th April | Port Orient Battery | 0–1 | Palmerston United | 4 |
| Round 31Saturday 16th April | Baptist Railway Athletic | 3–1 | Port Orient Battery | 6 |
| Round 32Saturday 23rd April | Port Orient Battery | 1–5 | St Vincent All Stars | 6 |
| Round 33Saturday 30th April | Sancti Spiritus | 2–1 | Port Orient Battery | 6 |
| Round 34Saturday 7th May | Port Orient Battery | 1–3 | Whitburn Carew | 6 |