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| 19.11.2022 | ||||
| 10:30 | Cup Final | Hougang United | 3-2 | Tampines Rovers |
| 18.11.2022 | ||||
| 12:45 | Cup 3rd Place | Albirex Niigata (S) | 3-2 | Balestier Khalsa |
| 15.11.2022 | ||||
| 12:45 | Cup Semifinal | Balestier Khalsa | 0-1 | Tampines Rovers |
| 12:45 | Cup Semifinal | Hougang United | 4-2 | Albirex Niigata (S) |
| 11.11.2022 | ||||
| 12:45 | Cup Semifinal | Albirex Niigata (S) | 3-3 | Hougang United |
| 12:45 | Cup Semifinal | Tampines Rovers | 8-1 | Balestier Khalsa |
| 06.11.2022 | ||||
| 10:30 | Cup Group B | Hougang United | 1-0 | Tampines Rovers |
| 10:30 | Cup Group B | Tanjong Pagar Utd | 2-1 | Geylang International |
| 05.11.2022 | ||||
| 10:30 | Cup Group A | Balestier Khalsa | 5-2 | Young Lions |
| 10:30 | Cup Group A | Lion City Sailors | 1-2 | Albirex Niigata (S) |
| 01.11.2022 | ||||
| 12:45 | Cup Group B | Hougang United | 4-1 | Geylang International |
| 12:45 | Cup Group B | Tampines Rovers | 4-1 | Tanjong Pagar Utd |