| Round 1Saturday 22nd August | Port Orient Battery | 0–2 | Palmerston United | 16 |
| Round 2Saturday 29th August | Uffington Edge | 3–0 | Port Orient Battery | 18 |
| Round 3Saturday 5th September | Port Orient Battery | 4–2 | Santiago de Brados | 11 |
| Round 4Saturday 12th September | Clifton Albion | 0–2 | Port Orient Battery | 7 |
| Round 5Saturday 19th September | Port Orient Battery | 1–0 | Jessopstown Rangers | 5 |
| Round 6Saturday 26th September | AFC Droy | 3–1 | Port Orient Battery | 7 |
| Round 7Saturday 3rd October | Port Orient Battery | 2–1 | Hereford & Aspley | 6 |
| Round 8Saturday 10th October | Port Orient Battery | 3–0 | Sancti Spiritus | 4 |
| Round 9Saturday 17th October | Adelaide Wanderers | 4–2 | Port Orient Battery | 6 |
| Round 10Saturday 24th October | Port Orient Battery | 0–0 | Durham West End | 7 |
| Round 11Saturday 31st October | St Vincent All Stars | 0–1 | Port Orient Battery | 5 |
| Round 12Saturday 7th November | Port Orient Battery | 1–2 | Whitburn Carew | 8 |
| Round 13Saturday 21st November | South Bay Sports | 1–0 | Port Orient Battery | 8 |
| Round 14Saturday 28th November | Port Orient Battery | 2–1 | Worthington Rovers | 8 |
| Round 15Saturday 5th December | Real San Domingo | 0–0 | Port Orient Battery | 8 |
| Round 16Saturday 12th December | Port Orient Battery | 1–3 | Deportivo León | 9 |
| Round 17Saturday 19th December | Gresdon Methodists | 0–0 | Port Orient Battery | 8 |
| Round 18Saturday 2nd January | Palmerston United | 3–3 | Port Orient Battery | 9 |
| Round 19Saturday 16th January | Port Orient Battery | 3–1 | Uffington Edge | 8 |
| Round 20Saturday 23rd January | Santiago de Brados | 1–1 | Port Orient Battery | 8 |
| Round 21Saturday 6th February | Port Orient Battery | 2–0 | Clifton Albion | 7 |
| Round 22Saturday 13th February | Jessopstown Rangers | 1–6 | Port Orient Battery | 7 |
| Round 23Saturday 20th February | Port Orient Battery | 2–2 | AFC Droy | 7 |
| Round 24Saturday 27th February | Hereford & Aspley | 2–4 | Port Orient Battery | 7 |
| Round 25Saturday 6th March | Sancti Spiritus | 5–4 | Port Orient Battery | 7 |
| Round 26 | Port Orient Battery | 4–1 | Adelaide Wanderers | 6 |
| Round 27Saturday 20th March | Durham West End | 1–2 | Port Orient Battery | 6 |
| Round 28Saturday 27th March | Port Orient Battery | 2–2 | St Vincent All Stars | 6 |
| Round 29Saturday 3rd April | Whitburn Carew | 2–4 | Port Orient Battery | 5 |
| Round 30Saturday 10th April | Port Orient Battery | 3–1 | South Bay Sports | 5 |
| Round 31Saturday 17th April | Worthington Rovers | 1–1 | Port Orient Battery | 5 |
| Round 32Saturday 24th April | Port Orient Battery | 2–0 | Real San Domingo | 4 |
| Round 33Saturday 1st May | Deportivo León | 0–0 | Port Orient Battery | 5 |
| Round 34Sunday 9th May | Port Orient Battery | 4–0 | Gresdon Methodists | 4 |
| Play-off Semi-final, first legSaturday 15th May | Port Orient Battery | 1–1 | Whitburn Carew | |
| Play-off Semi-final, second legWednesday 19th May | Whitburn Carew | 2–0 | Port Orient Battery | |