Cancoil Benfica's cup games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| N3 | Mon, Jun-01 | 6:30 pm | Willie Pratt | Chez Piggy FC | 0 - 2 | Cataraqui III |
| N6 | Mon, Jun-01 | 6:30 pm | Barr Homes 2 | First Responders FC | 1 - 4 | Cotswold Home Inspection |
| N7 | Mon, Jun-01 | 6:30 pm | Barr Homes 3 | Progress Physio | 2 - 7 | Remax United |
| N8 | Mon, Jun-01 | 6:30 pm | John Machin Turf | AIC | 0 - 4 | Boston Pizza WTC |
| N4 | Mon, Jun-01 | 8:30 pm | Willie Pratt | Soccer Plus FC II | 1 - 6 | Scarpazza Homes Clippers |
| L1 | Tue, Jun-02 | 6:30 pm | Barr Homes 4 | Overtime FC | 1 - 3 | Soccer Plus FC |
| L2 | Tue, Jun-02 | 6:30 pm | Woodbine 5 | Cataraqui II | 2 - 2 | Glenhaven United |
| Penalty Kicks | (3 - 2) | |||||
| N5 | Tue, Jun-02 | 6:30 pm | CFB Kingston | CFB Kingston | 7 - 3 | JKL Rangers |
| L4 | Tue, Jun-02 | 8:30 pm | CaraCo Home Field | Valhalla | 3 - 3 | Portsmouth Celtic FC |
| Penalty Kicks | (4 - 2) | |||||
| L5 | Tue, Jun-02 | 8:30 pm | Woodbine 5 | The Keg FC | 7 - 0 | Grizzly's |
| L6 | Wed, Jun-03 | 6:30 pm | Markers Acres | Kingston Hot Fire | 7 - 0 | Paradiso Pizza |
| L7 | Wed, Jun-03 | 6:30 pm | Barr Homes 3 | Portuguese Benfica | 7 - 0 | Ryatt United SC |
| L3 | Wed, Jun-03 | 8:30 pm | W J Henderson | Azores Eagles SC | 0 - 4 | Cataraqui I |
| N1* | Fri, Jun-05 | 6:30 pm | Barr Homes 2 | Cancoil Benfica | 7 - 3 | Atlas |
| N2* | Fri, Jun-05 | 6:30 pm | Barr Homes 3 | Barr Homes FC | 2 - 3 | Westend Dental |
| N11 | Fri, Jun-19 | 6:30 pm | W J Henderson | CFB Kingston | 4 - 0 | Cotswold Home Inspection |
| N9 | Fri, Jun-19 | 6:30 pm | Woodbine 5 | Cancoil Benfica | 4 - 1 | Westend Dental |
| N10 | Fri, Jun-19 | 8:30 pm | Woodbine 5 | Cataraqui III | 0 - 4 | Scarpazza Homes Clippers |
| N12 | Fri, Jun-19 | 8:30 pm | W J Henderson | Remax United | 3 - 1 | Boston Pizza WTC |
| L11 | Fri, Jul-03 | 6:30 pm | Woodbine 5 | Kingston Hot Fire | 6 - 2 | Portuguese Benfica |
| L9 | Fri, Jul-03 | 6:30 pm | Caton's 1 | Cataraqui I | 3 - 1 | Valhalla |
| L10 | Fri, Jul-03 | 8:30 pm | Woodbine 5 | Boca Nooners | 3 - 2 | The Keg FC |
| L8 | Fri, Jul-03 | 8:30 pm | Caton's 1 | Soccer Plus FC | 5 - 0 | Cataraqui II |
| L12 | Fri, Jul-17 | 6:30 pm | Caton's 1 | Soccer Plus FC | 0 - 2 | Cataraqui I |
| N14 | Fri, Jul-17 | 6:30 pm | Woodbine 5 | CFB Kingston | 0 - 3 | Remax United |
| L13 | Fri, Jul-17 | 8:30 pm | Caton's 1 | Boca Nooners | 1 - 2 | Kingston Hot Fire |
| N13 | Fri, Jul-17 | 8:30 pm | Woodbine 5 | Cancoil Benfica | 3 - 1 | Scarpazza Homes Clippers |
| L14 | Fri, Aug-07 | 6:00 pm | Barr Homes 3 | Cataraqui I | 3 - 2 | Kingston Hot Fire |
| N15 | Fri, Aug-07 | 6:00 pm | Barr Homes 2 | Cancoil Benfica | 2 - 1 | Remax United |