Round 1
Saturday 20th August | Port Orient Battery | 2–0 | Palmerston United | 4 |
Round 2
Saturday 27th August | St Vincent All Stars | 0–2 | Port Orient Battery | 3 |
Round 3
Saturday 3rd September | Sancti Spiritus | 1–3 | Port Orient Battery | 3 |
Round 4
Saturday 10th September | Port Orient Battery | 3–0 | Wincanton Athletic | 1 |
Round 5
Saturday 17th September | Adelaide Wanderers | 0–2 | Port Orient Battery | 1 |
Round 6
Saturday 24th September | Port Orient Battery | 3–1 | Santiago de Brados | 1 |
Round 7
Saturday 1st October | Carlton Town | 1–1 | Port Orient Battery | 1 |
Round 8
Saturday 8th October | Port Orient Battery | 2–1 | Little Padstow | 1 |
Round 9
Saturday 15th October | Georgetown Atlantic | 2–3 | Port Orient Battery | 1 |
Round 10
Saturday 22nd October | Port Orient Battery | 1–4 | Carmichael Town | 2 |
Round 11
Saturday 29th October | Gresdon Methodists | 1–1 | Port Orient Battery | 2 |
Round 12
Saturday 5th November | Port Orient Battery | 2–1 | Deportivo León | 2 |
Round 13
Saturday 12th November | Edwalton | 1–2 | Port Orient Battery | 1 |
Round 14
Saturday 26th November | Port Orient Battery | 1–0 | Jessopstown Rangers | 1 |
Round 15
Saturday 3rd December | AFC Droy | 3–4 | Port Orient Battery | 1 |
Round 16
Saturday 10th December | Port Orient Battery | 4–1 | Baptist Railway Athletic | 1 |
Round 17
Saturday 17th December | Bricknell Town | 1–1 | Port Orient Battery | 1 |
Round 18
Saturday 31st December | Palmerston United | 1–1 | Port Orient Battery | 1 |
Round 19
Saturday 14th January | Port Orient Battery | 4–1 | St Vincent All Stars | 1 |
Round 20
Saturday 21st January | Port Orient Battery | 2–1 | Sancti Spiritus | 1 |
Round 21
Saturday 4th February | Wincanton Athletic | 0–2 | Port Orient Battery | 1 |
Round 22
Saturday 11th February | Port Orient Battery | 0–1 | Adelaide Wanderers | 1 |
Round 23
Saturday 25th February | Santiago de Brados | 3–1 | Port Orient Battery | 2 |
Round 24
Saturday 4th March | Port Orient Battery | 0–3 | Carlton Town | 2 |
Round 25
Saturday 11th March | Little Padstow | 0–2 | Port Orient Battery | 2 |
Round 26
Saturday 18th March | Port Orient Battery | 0–2 | Georgetown Atlantic | 2 |
Round 27
Saturday 25th March | Carmichael Town | 1–0 | Port Orient Battery | 3 |
Round 28
Saturday 1st April | Port Orient Battery | 4–0 | Gresdon Methodists | 3 |
Round 29
Saturday 8th April | Deportivo León | 1–5 | Port Orient Battery | 3 |
Round 30
Saturday 15th April | Port Orient Battery | 5–2 | Edwalton | 2 |
Round 31
Saturday 22nd April | Jessopstown Rangers | 2–2 | Port Orient Battery | 2 |
Round 32
Saturday 29th April | Port Orient Battery | 1–4 | AFC Droy | 3 |
Round 33
Saturday 6th May | Baptist Railway Athletic | 2–0 | Port Orient Battery | 3 |
Round 34
Sunday 14th May | Port Orient Battery | 2–1 | Bricknell Town | 3 |