AS Roma's cup games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| L1 | Fri, Jun-12 | 6:30 pm | Woodbine 2 | Bentley Windows LCFC II | 3 - 0 | Joga Bonito |
| L2* | Fri, Jun-19 | 6:30 pm | Caton's 1 | Scarpazza Homes | 1 - 2 | MYBAR |
| L6 | Fri, Jun-19 | 6:30 pm | Woodbine 2 | The Keg FC | 0 - 3 | Soccer Plus FC |
| L8 | Fri, Jun-19 | 6:30 pm | Woodbine 5 | Cataraqui II | 0 - 6 | Cataraqui I |
| L4* | Fri, Jun-19 | 8:30 pm | Caton's 1 | SGPS United | 2 - 3 | Fanatics |
| L9 | Fri, Jun-26 | 6:30 pm | Caton's 1 | Johnny Mac's | 2 - 4 | Portuguese Benfica |
| N1 | Fri, Jun-26 | 6:30 pm | Caton's 2 | Cataraqui III | 3 - 1 | Draught House |
| N2 | Fri, Jun-26 | 6:30 pm | Woodbine 2 | Napanee Bulldogs | 0 - 2 | Valhalla |
| N3 | Fri, Jun-26 | 6:30 pm | Woodbine 5 | Portsmouth Celtic FC | 1 - 2 | Iron Duke FC |
| L10 | Fri, Jun-26 | 8:30 pm | Caton's 1 | KUSC I | 0 - 3 | AS Roma |
| L5* | Sun, Jun-28 | 4:00 pm | Caton's 2 | Brandees I | 3 - 2 | Pilot House LCFC I |
| L3 | Fri, Jul-10 | 6:30 pm | Caton's 1 | Bentley Windows LCFC II | 2 - 2 | Sporting |
| Penalty Kicks | (3 - 4) | |||||
| N4 | Fri, Jul-10 | 6:30 pm | Caton's 2 | Brandees SC | 0 - 3 | JKL Rangers |
| N5 | Fri, Jul-10 | 6:30 pm | Woodbine 2 | LCFC III | 1 - 0 | KPFC |
| N6 | Fri, Jul-10 | 6:30 pm | Woodbine 5 | Frontenac United | 2 - 1 | CFB Kingston |
| L7 | Fri, Jul-10 | 8:30 pm | Caton's 1 | MYBAR | 0 - 2 | Vita Inter SC |
| N7 | Fri, Jul-17 | 6:30 pm | Woodbine 5 | Cancoil Benfica | 3 - 3 | Pilot House Nooners |
| Penalty Kicks | (1 - 4) | |||||
| N8 | Fri, Jul-17 | 6:30 pm | Woodbine 2 | KUSC II | 1 - 3 | Loyal Oarsman |
| N9 | Fri, Jul-17 | 6:30 pm | Caton's 2 | Cataraqui III | 1 - 6 | Valhalla |
| L14 (f) | Fri, Jul-17 | 8:30 pm | Caton's 1 | Portuguese Benfica | 0 - 3 | AS Roma |
| L11 | Fri, Jul-24 | 6:30 pm | Caton's 1 | Sporting | 2 - 0 | Fanatics |
| N10 | Fri, Jul-24 | 6:30 pm | Woodbine 5 | Iron Duke FC | 0 - 1 | JKL Rangers |
| N11 (f) | Fri, Jul-24 | 6:30 pm | Woodbine 2 | LCFC III | 3 - 0 | Frontenac United |
| N12 | Fri, Jul-24 | 6:30 pm | Caton's 2 | Pilot House Nooners | 0 - 1 | Loyal Oarsman |
| L13 | Fri, Jul-24 | 8:30 pm | Caton's 1 | Vita Inter SC | 1 - 5 | Cataraqui I |
| L12* | Sun, Aug-09 | 6:00 pm | Ernestown SS | Brandees I | 0 - 4 | Soccer Plus FC |
| L15 | Fri, Aug-14 | 6:00 pm | Woodbine 2 | Sporting | 1 - 4 | Soccer Plus FC |
| N13 | Fri, Aug-14 | 6:00 pm | Caton's 2 | Valhalla | 1 - 0 | JKL Rangers |
| L16 | Fri, Aug-14 | 6:30 pm | Woodbine 5 | Cataraqui I | 1 - 3 | AS Roma |
| N14 | Fri, Aug-14 | 6:30 pm | Woodbine 4 | LCFC III | 1 - 2 | Loyal Oarsman |
| N15 | Fri, Aug-21 | 6:30 pm | Woodbine 5 | Valhalla | 2 - 0 | Loyal Oarsman |
| L17* | Sun, Aug-30 | 6:00 pm | Caton's 2 | Soccer Plus FC | 2 - 3 | AS Roma |