All Competitions
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| A2* | Wed, May-16 | 8:30 pm | Woodbine 5 | Portuguese Benfica | 6 - 1 | Cataraqui I |
| A10 | Wed, May-23 | 8:30 pm | W J Henderson | Glenhaven United | 1 - 2 | Portuguese Benfica |
| A14 | Wed, May-30 | 6:30 pm | W J Henderson | Soccer Plus FC | 2 - 1 | Portuguese Benfica |
| A20 | Wed, Jun-06 | 8:30 pm | W J Henderson | Portuguese Benfica | 2 - 0 | AS Roma |
| A24 | Wed, Jun-13 | 6:30 pm | W J Henderson | FC Vita Azzurri | 0 - 1 | Portuguese Benfica |
| L11 | Fri, Jun-15 | 6:30 pm | Woodbine 5 | Portuguese Benfica | 9 - 1 | Pilot House Nooners |
| A29 | Wed, Jun-20 | 6:30 pm | W J Henderson | Pilot House LCFC I | 1 - 7 | Portuguese Benfica |
| L15 | Fri, Jun-22 | 6:30 pm | W J Henderson | Portuguese Benfica | 7 - 1 | Ryatt United SC |
| A32 | Wed, Jun-27 | 6:30 pm | Barr Homes 1 | The Keg FC | 0 - 4 | Portuguese Benfica |
| A38* | Wed, Jul-04 | 8:30 pm | W J Henderson | Portuguese Benfica | 5 - 2 | Valhalla |
| A41 | Wed, Jul-11 | 6:30 pm | Caton's 2 | Portuguese Benfica | 5 - 1 | Pilot House Nooners |
| A47 | Wed, Jul-18 | 6:30 pm | Barr Homes 1 | Portuguese Benfica | 5 - 1 | The Keg FC |
| L21 | Fri, Jul-20 | 6:30 pm | Barr Homes 2 | Cancoil Benfica | 0 - 5 | Portuguese Benfica |
| A52* | Wed, Jul-25 | 6:30 pm | Caton's 2 | Portuguese Benfica | 4 - 0 | Glenhaven United |
| A60 | Wed, Aug-01 | 8:30 pm | W J Henderson | Valhalla | 1 - 4 | Portuguese Benfica |
| A61 | Wed, Aug-08 | 6:00 pm | Caton's 2 | Portuguese Benfica | 1 - 1 | Soccer Plus FC |
| A66* | Wed, Aug-15 | 6:00 pm | Barr Homes 1 | Cataraqui I | 0 - 4 | Portuguese Benfica |
| L26* | Fri, Aug-17 | 6:00 pm | W J Henderson | Portuguese Benfica | 1 - 0 | Soccer Plus FC |
| A74 | Wed, Aug-22 | 6:00 pm | Caton's 2 | Portuguese Benfica | 3 - 2 | The Keg FC |
| A78 | Fri, Aug-24 | 8:00 pm | W J Henderson | Portuguese Benfica | 2 - 1 | AS Roma |
| L27* | Mon, Aug-27 | 6:00 pm | Caton's 2 | AS Roma | 1 - 2 | Portuguese Benfica |
| A79 | Wed, Aug-29 | 6:00 pm | Barr Homes 1 | Soccer Plus FC | 1 - 1 | Portuguese Benfica |
| Penalty Kicks | (3 - 5) |