| 09 Mar 23 | r02        | Young LionsYoung Lions | 0 - 3 | Tampines RoversTampines Rove |
| 10 Mar 23 | r02        | Tanjong Pagar UnitedTanjong Pagar | 2 - 0 | Geylang InternationalGeylang Inter |
| 10 Mar 23 | r02        | DPMM FCDPMM FC | 3 - 4 | Balestier KhalsaBalestier Kha |
| 14 Mar 23 | r02        | DPMM FCDPMM FC | 2 - 1 | Tanjong Pagar UnitedTanjong Pagar |
| 14 Mar 23 | r02        | Balestier KhalsaBalestier Kha | 1 - 3 | Tampines RoversTampines Rove |
| 15 Mar 23 | r02        | Home UnitedHome United | 3 - 0 | Geylang InternationalGeylang Inter |
| 15 Mar 23 | r02        | Albirex Niigata SAlbirex Niiga | 2 - 0 | Hougang UnitedHougang Unite |
| 18 Mar 23 | r02        | Young LionsYoung Lions | 2 - 1 | Hougang UnitedHougang Unite |
| 18 Mar 23 | r02        | Home UnitedHome United | 3 - 0 | Balestier KhalsaBalestier Kha |
| 19 Mar 23 | r02        | DPMM FCDPMM FC | 1 - 3 | Geylang InternationalGeylang Inter |