TMSL Division Playoff Cup 2023
| Oriental | vs | Simba FC | Sept 5 2023 | 7.00 | Woodside #1 | ||
| Stratford Home Fram | vs | Huron | Sept 5 2023 | 8.00 | Woodside #2 | ||
| Riverside FC | vs | Simba FC | Sept 12 2023 | 7.00 | Woodside #1 | ||
| Rohingya FC | vs | Huron | Sept 12 2023 | 8.00 | Woodside #2 | ||
| Rohingya FC | vs | Simba FC | Sept 19 2023 | 7.00 | Woodside #1 | ||
