Advantage Pools and Home's playoff games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| D57 | Mon, Sep-05 | 6:15 pm | Woodbine 5 | Riverhead Brewing FC | 1 - 1 | AIC |
| Penalty Kicks | (3 - 2) | |||||
| D58 | Mon, Sep-05 | 6:15 pm | Woodbine 4 | Tekenos-Levy Law | 3 - 1 | First Responders FC |
| D59 | Mon, Sep-05 | 8:15 pm | Woodbine 4 | Red House FC | 4 - 2 | King's Crew FC |
| D60 | Mon, Sep-05 | 8:15 pm | Woodbine 5 | Xtirpation FC | 0 - 2 | JKL Rangers |
| B46 (f) | Tue, Sep-06 | 6:15 pm | Woodbine 5 | Scarpazza Homes | 3 - 0 | KUSC |
| B47 | Tue, Sep-06 | 8:15 pm | Woodbine 5 | Green Wave Legacy FC | 1 - 2 | Glenhaven United |
| A31 (f) | Wed, Sep-07 | 6:30 pm | Woodbine 5 | Valhalla | 0 - 3 | Portuguese Benfica |
| C57 | Fri, Sep-09 | 6:15 pm | Woodbine 5 | Advantage Pools and Home | 8 - 0 | Independent FC |
| C58 | Fri, Sep-09 | 6:15 pm | Woodbine 4 | Winmar FC | 3 - 1 | Remax United |
| C59 | Fri, Sep-09 | 8:15 pm | Woodbine 4 | Grizzly's | 0 - 2 | Athletic Kerala FC |
| C60 | Fri, Sep-09 | 8:15 pm | Woodbine 5 | CFB Kingston Knights | 2 - 1 | Jimmy's Sports Lounge SC |
| C61 | Mon, Sep-12 | 6:15 pm | Woodbine 5 | Advantage Pools and Home | 4 - 1 | Athletic Kerala FC |
| D61* | Mon, Sep-12 | 6:15 pm | Caton's 1 | Riverhead Brewing FC | 1 - 1 | JKL Rangers |
| Penalty Kicks | (2 - 4) | |||||
| C62 | Mon, Sep-12 | 8:15 pm | Woodbine 5 | Winmar FC | 2 - 2 | CFB Kingston Knights |
| Penalty Kicks | (4 - 3) | |||||
| D62* | Mon, Sep-12 | 8:15 pm | Caton's 1 | Tekenos-Levy Law | 1 - 2 | Red House FC |
| B48* | Tue, Sep-13 | 6:30 pm | CaraCo Home Field | Cataraqui FC | 0 - 3 | Scarpazza Homes |
| B49* | Tue, Sep-13 | 8:30 pm | CaraCo Home Field | Portsmouth Celtic FC | 4 - 1 | Glenhaven United |
| A32 | Wed, Sep-14 | 6:15 pm | Woodbine 5 | Hotfire | 3 - 1 | Portuguese Benfica |
| A33 | Wed, Sep-14 | 8:15 pm | Woodbine 5 | Limestone City FC | 2 - 2 | Boca Nooners |
| Penalty Kicks | (4 - 2) | |||||
| D63 | Sun, Sep-18 | 11:00 am | Barr Homes 2 | Red House FC | 2 - 0 | JKL Rangers |
| C63 | Sun, Sep-18 | 12:00 pm | Barr Homes 3 | Advantage Pools and Home | 6 - 0 | Winmar FC |
| A34 | Sun, Sep-18 | 2:30 pm | Barr Homes 3 | Hotfire | 1 - 6 | Limestone City FC |
| B50* | Sun, Sep-18 | 4:15 pm | Barr Homes 2 | Portsmouth Celtic FC | 2 - 1 | Scarpazza Homes |