| 11 Jun 23 | r07        | DPMM FCDPMM FC | 0 - 2 | Albirex Niigata SAlbirex Niiga |
| 11 Jun 23 | r07        | Balestier KhalsaBalestier Kha | 4 - 3 | Tanjong Pagar UnitedTanjong Pagar |
| 23 Jun 23 | r07        | Balestier KhalsaBalestier Kha | 2 - 3 | Geylang InternationalGeylang Inter |
| 24 Jun 23 | r07        | Albirex Niigata SAlbirex Niiga | 4 - 0 | Tanjong Pagar UnitedTanjong Pagar |
| 24 Jun 23 | r07        | DPMM FCDPMM FC | 6 - 0 | Young LionsYoung Lions |
| 25 Jun 23 | r07        | Home UnitedHome United | 3 - 0 | Hougang UnitedHougang Unite |
| 27 Jun 23 | r07        | Tampines RoversTampines Rove | 1 - 1 | Albirex Niigata SAlbirex Niiga |
| 28 Jun 23 | r07        | Geylang InternationalGeylang Inter | 2 - 0 | DPMM FCDPMM FC |
| 01 Jul 23 | r07        | Tanjong Pagar UnitedTanjong Pagar | 1 - 7 | Home UnitedHome United |
| 01 Jul 23 | r07        | Young LionsYoung Lions | 2 - 4 | Albirex Niigata SAlbirex Niiga |