TMSL Division Playoff Cup 2019
| Team 1 | (pts) | vs | Team 2 | (pts) | Date | Time | Location |
|---|---|---|---|---|---|---|---|
| Polwood SC | 5 | vs | Huron united | 1 | Oct 7 | 7.00 | Centennial Kitchener |
| Stratford Home | 1 (4) | vs | Kappa Boys | 1 (3) | Oct 8 | 8.00 | Woodside 2 |
| SFC Suspects | 3 (3) | vs | KW FC | 3 (4) | Oct 8 | 9.00 | Centennial Kitchener |
| NK Mladost | 4 | vs | Cambridge united | 3 | Oct 8 | 7.00 | Centennial Kitchener |
| KW FC | 1 | vs | NK Mladost | 3 | Oct 20 | 9.00 | Rim #1 |
| Polwood SC | 5 | vs | Stratford Home | 4 | Oct 15 | 9.00 | Centennial Kitchener |
| Polwood SC | 3 | vs | NK Mladost | 0 | Oct 22 | 7.00 | Woodside 2 |
