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GMT 02:00
| 10.04.2021 | |||
| 11:30 | Balestier Khalsa | 0-1 | Hougang United |
| 11:30 | Young Lions | 0-4 | Tanjong Pagar Utd |
| 07.04.2021 | |||
| 13:45 | Balestier Khalsa | 2-1 | Geylang International |
| 13:45 | Lion City Sailors | 2-2 | Albirex Niigata (S) |
| 13:45 | Tampines Rovers | 7-0 | Young Lions |
| 13:45 | Tanjong Pagar Utd | 3-3 | Hougang United |
| 04.04.2021 | |||
| 11:30 | Albirex Niigata (S) | 1-0 | Geylang International |
| 11:30 | Balestier Khalsa | 4-0 | Tanjong Pagar Utd |
| 03.04.2021 | |||
| 12:00 | Hougang United | 5-1 | Tampines Rovers |
| 12:00 | Young Lions | 1-3 | Lion City Sailors |
| 21.03.2021 | |||
| 12:30 | Albirex Niigata (S) | 0-0 | Balestier Khalsa |
| 10:30 | Tampines Rovers | 3-1 | Tanjong Pagar Utd |
| 11.04.2021 | ||||
| 11:30 | Albirex Niigata (S) | - | Tampines Rovers | |
| 11:30 | Geylang International | - | Lion City Sailors | |
| 16.04.2021 | ||||
| 14:30 | Tampines Rovers | - | Geylang International | |
| 17.04.2021 | ||||
| 14:30 | Hougang United | - | Young Lions | |
| 14:30 | Tanjong Pagar Utd | - | Albirex Niigata (S) | |
| 18.04.2021 | ||||
| 14:30 | Lion City Sailors | - | Balestier Khalsa | |
| 08.05.2021 | ||||
| 14:30 | Tanjong Pagar Utd | - | Young Lions | |
| 09.05.2021 | ||||
| 14:30 | Hougang United | - | Balestier Khalsa | |
| 14:30 | Lion City Sailors | - | Geylang International | |
| 15.05.2021 | ||||
| 11:30 | Albirex Niigata (S) | - | Young Lions | |
| 16.05.2021 | ||||
| 11:30 | Geylang International | - | Hougang United | |
| 11:30 | Lion City Sailors | - | Tanjong Pagar Utd | |
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