| 24 Feb 23 | r01        | Home UnitedHome United | 3 - 1 | Tanjong Pagar UnitedTanjong Pagar |
| 25 Feb 23 | r01        | Albirex Niigata SAlbirex Niiga | 3 - 0 | Young LionsYoung Lions |
| 25 Feb 23 | r01        | Tampines RoversTampines Rove | 1 - 1 | Geylang InternationalGeylang Inter |
| 26 Feb 23 | r01        | Balestier KhalsaBalestier Kha | 2 - 3 | Hougang UnitedHougang Unite |
| 28 Feb 23 | r01        | Geylang InternationalGeylang Inter | 4 - 2 | Young LionsYoung Lions |
| 03 Mar 23 | r01        | Home UnitedHome United | 3 - 1 | DPMM FCDPMM FC |
| 03 Mar 23 | r01        | Tanjong Pagar UnitedTanjong Pagar | 0 - 2 | Tampines RoversTampines Rove |
| 04 Mar 23 | r01        | Balestier KhalsaBalestier Kha | 3 - 1 | Young LionsYoung Lions |
| 05 Mar 23 | r01        | Geylang InternationalGeylang Inter | 2 - 1 | Hougang UnitedHougang Unite |
| 09 Mar 23 | r01        | Albirex Niigata SAlbirex Niiga | 4 - 0 | Home UnitedHome United |