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GMT 02:00
| 24.09.2021 | |||
| 13:45 | Albirex Niigata (S) | 0-0 | Tampines Rovers |
| 21.09.2021 | |||
| 13:45 | Tampines Rovers | 1-6 | Lion City Sailors |
| 19.09.2021 | |||
| 11:30 | Geylang International | P-P | Balestier Khalsa |
| 18.09.2021 | |||
| 11:30 | Tampines Rovers | 2-1 | Young Lions |
| 11:30 | Tanjong Pagar Utd | 1-1 | Hougang United |
| 17.09.2021 | |||
| 13:45 | Lion City Sailors | 1-1 | Albirex Niigata (S) |
| 12.09.2021 | |||
| 11:30 | Balestier Khalsa | 1-0 | Tanjong Pagar Utd |
| 11:30 | Young Lions | 1-3 | Lion City Sailors |
| 11.09.2021 | |||
| 11:30 | Albirex Niigata (S) | 5-0 | Geylang International |
| 11:30 | Hougang United | 7-3 | Tampines Rovers |
| 29.08.2021 | |||
| 11:30 | Tampines Rovers | 2-2 | Tanjong Pagar Utd |
| 28.08.2021 | |||
| 11:30 | Albirex Niigata (S) | 4-0 | Balestier Khalsa |
| 26.09.2021 | ||||
| 11:30 | Geylang International | - | Lion City Sailors | |
| 11:30 | Young Lions | - | Tanjong Pagar Utd | |
| 02.10.2021 | ||||
| 11:30 | Hougang United | - | Young Lions | |
| 11:30 | Lion City Sailors | - | Balestier Khalsa | |
| 11:30 | Tampines Rovers | - | Geylang International | |
| 11:30 | Tanjong Pagar Utd | - | Albirex Niigata (S) | |
| 06.10.2021 | ||||
| 13:45 | Balestier Khalsa | - | Hougang United | |
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