Portuguese Benfica's playoff games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| AP2 (f) | Sun, Aug-29 | 6:30 pm | Woodbine 4 | Portuguese Benfica | 3 - 0 | LCFC II |
| AP5 | Tue, Aug-31 | 8:30 pm | Woodbine 5 | AS Roma | 1 - 1 | Portuguese Benfica |
| Penalty Kicks | (0 - 3) | |||||
| AP6 | Thu, Sep-02 | 6:30 pm | Woodbine 5 | Pilot House LCFC I | 0 - 2 | Portuguese Benfica |