Winmar FC's cup games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| N1* | Fri, May-31 | 6:30 pm | Caton's 1 | King's Crew FC | 0 - 2 | Independent FC |
| N4* | Fri, May-31 | 6:30 pm | Kingston 1000 Islands Sportsplex | WTC Red House | 2 - 0 | First Responders FC |
| N5 | Fri, May-31 | 6:30 pm | Woodbine 5 | Cancoil Benfica | 3 - 3 | Winmar FC |
| Penalty Kicks | (2 - 4) | |||||
| N7 | Fri, May-31 | 6:30 pm | W J Henderson | Tekenos-Levy Law | 5 - 1 | AIC |
| N2* | Fri, May-31 | 8:30 pm | Caton's 1 | JKL Rangers | 2 - 2 | Remax United |
| Penalty Kicks | (2 - 4) | |||||
| N3* | Fri, May-31 | 8:30 pm | Kingston 1000 Islands Sportsplex | Red House FC | 4 - 2 | Kingston Predators |
| N6 | Fri, May-31 | 8:30 pm | Woodbine 5 | Xtirpation FC | 0 - 3 | Calm River Events |
| N8* | Fri, Jun-07 | 6:30 pm | Woodbine 4 | Cataraqui III | 3 - 0 | Jimmy's Sports Lounge SC |
| N11 | Fri, Jun-14 | 6:30 pm | Barr Homes 2 | Valhalla II | 1 - 0 | Tekenos-Levy Law |
| N12* | Fri, Jun-14 | 6:30 pm | Woodbine 5 | Cataraqui II | 1 - 0 | Winmar FC |
| N15* | Fri, Jun-14 | 6:30 pm | W J Henderson | Grizzly's | 3 - 0 | Jimmy's Sports Lounge SC |
| N9* | Fri, Jun-14 | 6:30 pm | Woodbine 4 | AIC | 0 - 6 | Paradiso Pizza |
| N10 | Fri, Jun-14 | 8:30 pm | Woodbine 4 | Red House FC | 2 - 2 | WTC Red House |
| Penalty Kicks | (3 - 2) | |||||
| N14 | Fri, Jun-14 | 8:30 pm | Woodbine 5 | Independent FC | 1 - 4 | Remax United |
| N16 | Fri, Jun-14 | 8:30 pm | W J Henderson | CFB Kingston | 7 - 3 | Calm River Events |
| N13* | Thu, Jun-27 | 6:30 pm | Barr Homes 2 | Legacy FC | 1 - 0 | Cataraqui III |
| L1 (f) | Fri, Jul-05 | 6:30 pm | Barr Homes 3 | Greenshield Pest Control | 3 - 0 | The Keg FC |
| L2 | Fri, Jul-05 | 6:30 pm | Barr Homes 4 | Limestone City FC | 4 - 2 | Red House FC |
| L3 | Fri, Jul-05 | 6:30 pm | W J Henderson | Grizzly's | 1 - 3 | Glenhaven United |
| L6* | Fri, Jul-05 | 6:30 pm | Woodbine 5 | Remax United | 2 - 3 | Paradiso Pizza |
| L7 | Fri, Jul-05 | 6:30 pm | Woodbine 4 | Boca Nooners | 2 - 0 | Valhalla II |
| L4 | Fri, Jul-05 | 8:30 pm | W J Henderson | CFB Kingston | 1 - 3 | Valhalla |
| L5* | Fri, Jul-05 | 8:30 pm | Woodbine 5 | Portuguese Benfica | 5 - 1 | Legacy FC |
| L8* | Sun, Jul-14 | 6:30 pm | Barr Homes 3 | Cataraqui II | 2 - 0 | Portsmouth Celtic FC |
| L12* | Fri, Jul-19 | 6:30 pm | W J Henderson | Boca Nooners | 1 - 1 | Cataraqui II |
| Penalty Kicks | (2 - 4) | |||||
| L9 | Fri, Jul-19 | 6:30 pm | Woodbine 4 | Greenshield Pest Control | 0 - 2 | Limestone City FC |
| N17 | Fri, Jul-19 | 6:30 pm | Barr Homes 2 | AIC | 1 - 4 | WTC Red House |
| N18 | Fri, Jul-19 | 6:30 pm | Barr Homes 4 | Tekenos-Levy Law | 2 - 2 | Winmar FC |
| Penalty Kicks | (1 - 3) | |||||
| N19 | Fri, Jul-19 | 6:30 pm | Woodbine 5 | Cataraqui III | 3 - 1 | Independent FC |
| L10 | Fri, Jul-19 | 8:30 pm | Woodbine 4 | Glenhaven United | 0 - 2 | Valhalla |
| L11* | Fri, Jul-19 | 8:30 pm | W J Henderson | Portuguese Benfica | 0 - 1 | Paradiso Pizza |
| N20 | Fri, Jul-19 | 8:30 pm | Woodbine 5 | Jimmy's Sports Lounge SC | 4 - 3 | Calm River Events |
| L13 | Fri, Jul-26 | 6:30 pm | Woodbine 5 | Limestone City FC | 4 - 3 | Valhalla |
| N22 | Fri, Jul-26 | 6:30 pm | Woodbine 4 | Cataraqui III | 4 - 2 | Jimmy's Sports Lounge SC |
| L14 | Fri, Jul-26 | 8:30 pm | Woodbine 5 | Paradiso Pizza | 0 - 2 | Cataraqui II |
| N21 | Fri, Jul-26 | 8:30 pm | Woodbine 4 | WTC Red House | 1 - 3 | Winmar FC |
| L15 | Fri, Aug-09 | 8:30 pm | Woodbine 5 | Limestone City FC | 3 - 0 | Cataraqui II |
| N23* | Mon, Sep-02 | 6:00 pm | Woodbine 4 | Winmar FC | 3 - 2 | Cataraqui III |