| 28 Jul 23 | r10        | DPMM FCDPMM FC | 1 - 2 | Geylang InternationalGeylang Inter |
| 31 Jul 23 | r10        | Home UnitedHome United | 5 - 2 | Balestier KhalsaBalestier Kha |
| 03 Aug 23 | r10        | Geylang InternationalGeylang Inter | 1 - 6 | Albirex Niigata SAlbirex Niiga |
| 04 Aug 23 | r10        | Tampines RoversTampines Rove | 2 - 5 | Home UnitedHome United |
| 04 Aug 23 | r10        | Hougang UnitedHougang Unite | 1 - 0 | DPMM FCDPMM FC |
| 05 Aug 23 | r10        | Tanjong Pagar UnitedTanjong Pagar | 3 - 2 | Young LionsYoung Lions |
| 11 Aug 23 | r10        | Tanjong Pagar UnitedTanjong Pagar | 2 - 3 | Albirex Niigata SAlbirex Niiga |
| 12 Aug 23 | r10        | Young LionsYoung Lions | 0 - 2 | DPMM FCDPMM FC |
| 12 Aug 23 | r10        | Geylang InternationalGeylang Inter | 2 - 6 | Balestier KhalsaBalestier Kha |
| 13 Aug 23 | r10        | Hougang UnitedHougang Unite | 2 - 8 | Home UnitedHome United |