| Time | Status | Match | FT | H1 | Stats |
| 05/05/2023 12:45 |
(FT) | Tampines Rovers FC[2] Balestier Khalsa FC[5] |
2 3 |
0 1 |
MF | ME |
| 06/05/2023 11:00 |
(FT) | Hougang United FC[9] Albirex Niigata FC[1] |
0 5 |
0 3 |
MF | ME |
| 07/05/2023 11:00 |
(FT) | Geylang United FC[5] Home United FC[3] |
1 2 |
1 0 |
MF | ME |
| 07/05/2023 11:00 |
(FT) | DPMM FC[7] Tanjong Pagar Utd[6] |
2 1 |
1 0 |
MF | ME |
| 12/05/2023 12:45 |
(FT) | Hougang United FC[9] Geylang United FC[5] |
3 2 |
1 1 |
MF | ME |
| 13/05/2023 11:00 |
(FT) | DPMM FC[6] Home United FC[3] |
3 3 |
2 3 |
MF | ME |