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GMT 02:00
| 10.10.2021 | |||
| 12:50 | Tampines Rovers | 1-1 | Geylang International |
| 11:50 | Hougang United | 1-3 | Young Lions |
| 11:30 | Lion City Sailors | 4-1 | Balestier Khalsa |
| 11:30 | Tanjong Pagar Utd | 4-4 | Albirex Niigata (S) |
| 06.10.2021 | |||
| 13:45 | Balestier Khalsa | 3-2 | Hougang United |
| 03.10.2021 | |||
| 11:30 | Geylang International | 3-0 | Balestier Khalsa |
| 26.09.2021 | |||
| 11:30 | Geylang International | 0-3 | Lion City Sailors |
| 11:30 | Young Lions | 1-2 | Tanjong Pagar Utd |
| 24.09.2021 | |||
| 13:45 | Albirex Niigata (S) | 0-0 | Tampines Rovers |
| 21.09.2021 | |||
| 13:45 | Tampines Rovers | 1-6 | Lion City Sailors |
| 18.09.2021 | |||
| 11:30 | Tampines Rovers | 2-1 | Young Lions |
| 11:30 | Tanjong Pagar Utd | 1-1 | Hougang United |
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