All Competitions
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| A2 | Wed, May-13 | 6:30 pm | Frontenac SS | Pilot House LCFC I | 1 - 1 | Portuguese Benfica |
| A5 | Wed, May-20 | 8:30 pm | Caton's 1 | Portuguese Benfica | 0 - 0 | Vita Inter SC |
| A10 | Wed, May-27 | 6:30 pm | Caton's 1 | Portuguese Benfica | 3 - 1 | Fanatics |
| A15 | Wed, Jun-03 | 8:30 pm | Woodbine 5 | Cataraqui I | 0 - 3 | Portuguese Benfica |
| A23 | Wed, Jun-10 | 8:30 pm | Caton's 1 | Portuguese Benfica | 1 - 1 | Soccer Plus FC |
| A24 | Fri, Jun-12 | 6:30 pm | Caton's 1 | Portuguese Benfica | 0 - 1 | AS Roma |
| A27 | Wed, Jun-17 | 8:30 pm | Woodbine 5 | Sporting | 1 - 1 | Portuguese Benfica |
| A30* | Wed, Jun-24 | 7:00 pm | Woodbine 5 | Portuguese Benfica | 5 - 0 | Pilot House LCFC I |
| L9 | Fri, Jun-26 | 6:30 pm | Caton's 1 | Johnny Mac's | 2 - 4 | Portuguese Benfica |
| A38 | Wed, Jul-08 | 6:30 pm | Caton's 2 | Fanatics | 1 - 1 | Portuguese Benfica |
| A43 | Wed, Jul-15 | 6:30 pm | Caton's 1 | Portuguese Benfica | 4 - 5 | Cataraqui I |
| L14 (f) | Fri, Jul-17 | 8:30 pm | Caton's 1 | Portuguese Benfica | 0 - 3 | AS Roma |
| A48 | Wed, Jul-22 | 6:30 pm | Caton's 2 | AS Roma | 1 - 1 | Portuguese Benfica |
| A52 | Wed, Jul-29 | 8:30 pm | Caton's 1 | Soccer Plus FC | 2 - 0 | Portuguese Benfica |
| A55 | Wed, Aug-05 | 6:30 pm | Caton's 1 | Portuguese Benfica | 4 - 1 | Sporting |
| A58 | Wed, Aug-12 | 6:00 pm | Ernestown SS | Pilot House LCFC I | 0 - 4 | Portuguese Benfica |
| A61 | Wed, Aug-19 | 8:30 pm | Caton's 1 | Portuguese Benfica | 3 - 0 | Vita Inter SC |
| A33* | Fri, Aug-21 | 6:00 pm | Caton's 2 | Vita Inter SC | 1 - 1 | Portuguese Benfica |
| A66 | Wed, Aug-26 | 6:00 pm | Caton's 2 | Portuguese Benfica | 0 - 3 | Fanatics |
| AP1 | Sun, Aug-30 | 6:30 pm | Caton's 1 | Portuguese Benfica | 3 - 2 | Sporting |
| AP4 | Tue, Sep-01 | 6:30 pm | Caton's 1 | Soccer Plus FC | 2 - 1 | Portuguese Benfica |