All Competitions
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| DP1 | Thu, Aug-27 | 8:00 pm | Caton's 1 | Frontenac United | 3 - 1 | KUSC II |
| DP2 | Thu, Aug-27 | 8:00 pm | Woodbine 4 | Cataraqui III | 3 - 2 | Napanee Bulldogs |
| BP1 (f) | Fri, Aug-28 | 6:00 pm | Caton's 2 | Joga Bonito | 3 - 0 | Brandees I |
| CP1 | Fri, Aug-28 | 6:00 pm | Woodbine 2 | Loyal Oarsman | 0 - 1 | Iron Duke FC |
| BP2 | Fri, Aug-28 | 6:30 pm | Caton's 1 | Bentley Windows LCFC II | 3 - 5 | MYBAR |
| CP2 | Fri, Aug-28 | 6:30 pm | Woodbine 5 | CFB Kingston | 2 - 1 | Valhalla |
| BP3* | Fri, Aug-28 | 8:30 pm | Caton's 1 | Cataraqui II | 1 - 0 | SGPS United |
| AP1 | Sun, Aug-30 | 6:30 pm | Caton's 1 | Portuguese Benfica | 3 - 2 | Sporting |
| AP2 | Sun, Aug-30 | 8:30 pm | Caton's 1 | Pilot House LCFC I | 4 - 1 | Fanatics |
| CP3 | Mon, Aug-31 | 6:00 pm | Caton's 2 | Pilot House Nooners | 5 - 1 | Iron Duke FC |
| CP4 | Mon, Aug-31 | 6:30 pm | Novelis | JKL Rangers | 1 - 1 | CFB Kingston |
| Penalty Kicks | (3 - 1) | |||||
| DP3 | Mon, Aug-31 | 6:30 pm | Caton's 1 | Portsmouth Celtic FC | 1 - 4 | Cataraqui III |
| DP4 | Mon, Aug-31 | 8:30 pm | Caton's 1 | Cancoil Benfica | 0 - 4 | Frontenac United |
| AP3 | Tue, Sep-01 | 6:00 pm | Caton's 2 | AS Roma | 3 - 1 | Pilot House LCFC I |
| BP4 | Tue, Sep-01 | 6:00 pm | St Lawrence College | The Keg FC | 4 - 1 | MYBAR |
| AP4 | Tue, Sep-01 | 6:30 pm | Caton's 1 | Soccer Plus FC | 2 - 1 | Portuguese Benfica |
| BP5 | Tue, Sep-01 | 8:30 pm | Caton's 1 | Joga Bonito | 0 - 2 | Cataraqui II |
| CP5 | Wed, Sep-02 | 6:00 pm | Caton's 2 | Pilot House Nooners | 6 - 2 | JKL Rangers |
| DP5 | Wed, Sep-02 | 6:15 pm | Caton's 1 | Frontenac United | 2 - 1 | Cataraqui III |
| AP5 | Thu, Sep-03 | 6:00 pm | Caton's 2 | AS Roma | 0 - 0 | Soccer Plus FC |
| Penalty Kicks | (5 - 3) | |||||
| BP6 | Thu, Sep-03 | 6:15 pm | Caton's 1 | The Keg FC | 0 - 0 | Cataraqui II |
| Penalty Kicks | (3 - 1) |