Portsmouth Celtic FC's playoff games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| D16 | Mon, Sep-06 | 6:15 pm | Caton's 1 | King's Crew FC | 3 - 0 | AIC |
| D17 | Mon, Sep-06 | 8:15 pm | Caton's 1 | Xtirpation FC | 1 - 1 | First Responders FC |
| Penalty Kicks | (2 - 1) | |||||
| B14* | Tue, Sep-07 | 6:15 pm | Woodbine 5 | Legacy FC | 5 - 3 | Cataraqui II |
| B13* | Tue, Sep-07 | 8:15 pm | Woodbine 5 | Paradiso Pizza | 1 - 2 | Portsmouth Celtic FC |
| D18 | Fri, Sep-10 | 6:15 pm | Woodbine 4 | Xtirpation FC | 1 - 4 | JKL Rangers |
| D19* | Fri, Sep-10 | 8:15 pm | Woodbine 4 | King's Crew FC | 0 - 0 | Red House FC |
| C29 | Mon, Sep-13 | 6:15 pm | Woodbine 4 | Valhalla | 6 - 1 | Tekenos-Levy Law |
| C31 | Mon, Sep-13 | 6:15 pm | Woodbine 5 | Advantage Pools and Home | 6 - 0 | Jimmy's Sports Lounge SC |
| D20 | Mon, Sep-13 | 6:15 pm | Caton's 1 | JKL Rangers | 2 - 3 | Xtirpation FC |
| C30 | Mon, Sep-13 | 8:15 pm | Woodbine 4 | Grizzly's | 1 - 0 | Winmar FC |
| C32 | Mon, Sep-13 | 8:15 pm | Woodbine 5 | Remax United | 7 - 2 | Independent FC |
| D21 | Mon, Sep-13 | 8:15 pm | Caton's 1 | Red House FC | 4 - 4 | King's Crew FC |
| Penalty Kicks | (4 - 3) | |||||
| B15* | Tue, Sep-14 | 6:15 pm | Woodbine 5 | Cataraqui II | 4 - 1 | Legacy FC |
| B16 | Tue, Sep-14 | 8:15 pm | Woodbine 5 | Portsmouth Celtic FC | 2 - 0 | Paradiso Pizza |
| A21* | Wed, Sep-15 | 6:15 pm | Woodbine 5 | Hotfire | 6 - 0 | Rideau Selects FC |
| A22* | Fri, Sep-17 | 6:15 pm | Caton's 1 | Limestone City FC | 3 - 0 | Hotfire |
| C33* | Fri, Sep-17 | 6:15 pm | Woodbine 5 | Valhalla | 5 - 0 | Grizzly's |
| A23* | Fri, Sep-17 | 8:15 pm | Caton's 1 | Portuguese Benfica | 4 - 3 | Boca Nooners |
| C34* | Fri, Sep-17 | 8:15 pm | Woodbine 5 | Advantage Pools and Home | 4 - 1 | Remax United |
| D22 | Sun, Sep-19 | 11:00 am | Barr Homes 3 | JKL Rangers | 1 - 1 | Red House FC |
| Penalty Kicks | (4 - 5) | |||||
| C35 | Sun, Sep-19 | 12:00 pm | Barr Homes 2 | Valhalla | 2 - 0 | Advantage Pools and Home |
| B17 | Sun, Sep-19 | 1:30 pm | Barr Homes 3 | Cataraqui II | 1 - 3 | Portsmouth Celtic FC |
| A24 | Sun, Sep-19 | 2:30 pm | Barr Homes 4 | Limestone City FC | 8 - 0 | Portuguese Benfica |