Portuguese OT's cup games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| R1 | Sat, Jul-17 | 9:00 am | Caton's 1 | Cataraqui II | 0 - 1 | Cocamo Nooners |
| R2 | Sat, Jul-17 | 9:00 am | Caton's 2 | Cosme Auto | 0 - 1 | Kelsey's |
| N3 | Sat, Jul-17 | 10:10 am | Caton's 1 | Loyal Oarsman | 4 - 2 | K.Y.S.A. |
| N4 | Sat, Jul-17 | 10:10 am | Caton's 2 | Clippers II | 0 - 5 | JKL Rangers |
| N2* | Sat, Jul-17 | 11:00 am | Italo Club | Valhalla | 4 - 2 | Brandees |
| N5 | Sat, Jul-17 | 11:20 am | Caton's 1 | Portuguese OT | 3 - 1 | Peel Pub |
| P1* | Sat, Jul-17 | 11:20 am | Caton's 2 | Pilot House FC | 0 - 3 | Portuguese Benfica |
| N1* | Sat, Jul-17 | 12:10 pm | Italo Club | Cataraqui III | 1 - 1 | Sleep Factory United |
| Penalty Kicks | (3 - 1) | |||||
| R3 | Sat, Jul-17 | 12:30 pm | Caton's 1 | Leicester City | 2 - 0 | Shoeless Joe's |
| R4 | Sat, Jul-17 | 12:30 pm | Caton's 2 | CFB Kingston | 0 - 6 | Vita SC |
| R5 | Sat, Jul-17 | 1:40 pm | Caton's 1 | Cocamo FC | 1 - 1 | Loyalist |
| Penalty Kicks | (10 - 11) | |||||
| R6 | Sat, Jul-17 | 1:40 pm | Caton's 2 | Cocamo Nooners | 1 - 3 | Kelsey's |
| P2 | Sat, Jul-17 | 2:50 pm | Caton's 1 | Portuguese Benfica | 1 - 1 | Rangers I |
| Penalty Kicks | (3 - 4) | |||||
| P3 | Sat, Jul-17 | 2:50 pm | Caton's 2 | Sporting | 0 - 0 | Grizzly's |
| Penalty Kicks | (3 - 4) | |||||
| P4 | Sat, Jul-17 | 4:00 pm | Caton's 1 | Yellow Fever | 1 - 1 | Calabria Italia |
| Penalty Kicks | (2 - 4) | |||||
| P5 | Sat, Jul-17 | 4:00 pm | Caton's 2 | Cataraqui I | 1 - 2 | Scarpazza Homes |
| N6* | Sat, Jul-17 | 5:10 pm | Caton's 1 | Cataraqui III | 0 - 1 | Valhalla |
| N7 | Sun, Jul-18 | 10:00 am | Caton's 2 | Valhalla | 1 - 2 | Loyal Oarsman |
| N8 | Sun, Jul-18 | 10:00 am | Caton's 1 | JKL Rangers | 1 - 2 | Portuguese OT |
| R7 | Sun, Jul-18 | 11:15 am | Caton's 2 | Kelsey's | 2 - 1 | Leicester City |
| R8 | Sun, Jul-18 | 11:15 am | Caton's 1 | Vita SC | 2 - 0 | Loyalist |
| P6 (f) | Sun, Jul-18 | 12:30 pm | Caton's 2 | Rangers I | 3 - 0 | Grizzly's |
| P7 | Sun, Jul-18 | 12:30 pm | Caton's 1 | Calabria Italia | 0 - 1 | Scarpazza Homes |
| N9 | Sun, Jul-18 | 2:00 pm | Caton's 2 | Loyal Oarsman | 2 - 3 | Portuguese OT |
| R9 | Sun, Jul-18 | 2:00 pm | Caton's 1 | Kelsey's | 3 - 4 | Vita SC |
| P8 | Sun, Jul-18 | 3:30 pm | Caton's 2 | Rangers I | 2 - 1 | Scarpazza Homes |