All Competitions
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| A1* | Wed, May-17 | 6:30 pm | Barr Homes 3 | Portuguese Benfica | 3 - 2 | Boca Nooners |
| A5 | Wed, May-24 | 6:30 pm | Markers Acres | Portsmouth Celtic FC | 0 - 2 | Portuguese Benfica |
| A9 | Wed, May-31 | 6:30 pm | Markers Acres | Portuguese Benfica | 4 - 3 | Kingston Hot Fire |
| A10 | Wed, Jun-07 | 6:30 pm | Markers Acres | Glenhaven United | 2 - 8 | Portuguese Benfica |
| A14 | Fri, Jun-09 | 6:30 pm | Woodbine 4 | Portuguese Benfica | 0 - 1 | Limestone City FC |
| A16 | Wed, Jun-14 | 6:30 pm | Barr Homes 4 | Boca Nooners | 0 - 6 | Portuguese Benfica |
| A20 | Wed, Jun-21 | 6:30 pm | Barr Homes 4 | Portuguese Benfica | 5 - 1 | Portsmouth Celtic FC |
| A24 | Wed, Jun-28 | 6:30 pm | Barr Homes 2 | Kingston Hot Fire | 4 - 2 | Portuguese Benfica |
| A25 | Wed, Jul-05 | 6:30 pm | Markers Acres | Portuguese Benfica | 5 - 3 | Glenhaven United |
| A29 | Wed, Jul-12 | 6:30 pm | Barr Homes 2 | Limestone City FC | 1 - 2 | Portuguese Benfica |
| A31 | Wed, Jul-19 | 6:30 pm | Barr Homes 4 | Portuguese Benfica | 0 - 3 | Boca Nooners |
| A35 | Wed, Jul-26 | 6:30 pm | Barr Homes 2 | Portsmouth Celtic FC | 1 - 5 | Portuguese Benfica |
| A39 | Wed, Aug-02 | 6:00 pm | Barr Homes 2 | Kingston Hot Fire | 0 - 4 | Portuguese Benfica |
| A40 | Wed, Aug-09 | 6:00 pm | Barr Homes 2 | Portuguese Benfica | 4 - 2 | Glenhaven United |
| A44 | Wed, Aug-16 | 6:00 pm | Barr Homes 4 | Portuguese Benfica | 2 - 0 | Limestone City FC |
| A48 | Fri, Aug-25 | 6:00 pm | Barr Homes 4 | Portuguese Benfica | 1 - 1 | Boca Nooners |
| Penalty Kicks | (5 - 4) | |||||
| A50 | Sun, Aug-27 | 3:00 pm | Barr Homes 3 | Portuguese Benfica | 3 - 3 | Limestone City FC |
| Penalty Kicks | (7 - 6) |