KDSL Divsion Playoff Cup 2019
| Team 1 | (pts) | vs | Team 2 | (pts) | Date | Time | Location |
|---|---|---|---|---|---|---|---|
| Stratford City Footb | 2 | vs | Listowel United | 0 | Sept 27 | 8.30 | Cowan Ins Field |
| Polish Eagles Kitche | 2 | vs | Banat SFC | 1 | Sept 29 | 9.00 | Centennial Kitchener |
| IST Serbia | 2 PK (4) | vs | Riverside FC | 2 PK (5) | Sept 29 | 7.00 | Centennial Kitchener |
| Supersonics | 4 | vs | Owen Sound United | 1 | Sept 29 | 4.00 | Sonics Park |
| Statford City Footb | 2 | vs | Polish Eagles | 1 | Oct 2 | 8.00 | Woodside 2 |
| Riverside FC | 1 PK (5) | vs | Supersonics | 1 PK (4) | Oct 2 | 9.00 | Woodside 1 |
| Stratford City FC | 1 | vs | Riverside FC | 0 | Oct 6 | 5.00 | Woodside 1 |
