FRIDAY, 8 SEPTEMBER 2023 – The 2023 Singapore Cup will begin on 24 September with four-times winners Tampines Rovers taking on Young Lions at Our Tampines Hub while Brunei DPMM will host reigning Singapore Premier League Champions Albirex Niigata (S) at the Jalan Besar Stadium.
The full fixtures list for the 24th edition of Singapore’s premier cup competition was released today and was made known to the participating clubs.
Defending Champions Hougang United will begin the defence of their crown on 25 September as they take on Tanjong Pagar United at the Jurong East Stadium.
The nine Singapore Premier League (SPL) clubs are split into one group having four teams, and one group of five. Group A consists of Geylang International, the Young Lions, Brunei DPMM, Albirex Niigata (S) and Tampines Rovers, while Group B comprises Balestier Khalsa, Lion City Sailors, Hougang United and Tanjong Pagar United.
An open draw was implemented, with no seeding of any teams.
The group-stage matches will run from 24th September 2023 to 26th November 2023, with the top two teams from each group proceeding to a two-legged semi-final stage. That will take place on 3rd and 6th December 2023, with both the third-place playoff and final scheduled for 9th December 2023.
The full Singapore Cup fixture list is as follows:
| Date | Day | Match no. | Match | Venue | Time |
| 24-Sep | Sunday | 1 | Tampines Rovers FC vs Young Lions | Our Tampines Hub | 6.00pm |
| 24-Sep | Sunday | 2 | Brunei DPMM FC vs Albirex Niigata (S) FC | Jalan Besar Stadium | 6.00pm |
| 25-Sep | Monday | 3 | Balestier Khalsa FC vs Lion City Sailors FC | Bishan Stadium | 7.45pm |
| 25-Sep | Monday | 4 | Tanjong Pagar United FC vs Hougang United FC | Jurong East Stadium | 7.45pm |
| 29-Sep | Friday | 5 | Albirex Niigata (S) FC vs Geylang International FC | Jurong East Stadium | 7.45pm |
| 29-Sep | Friday | 6 | Brunei DPMM FC vs Tampines Rovers FC | Jalan Besar Stadium | 7.45pm |
| 21-Oct | Saturday | 9 | Lion City Sailors FC vs Tanjong Pagar United FC | Bishan Stadium | 6.00pm |
| 21-Oct | Saturday | 10 | Hougang United FC vs Balestier Khalsa FC | Jalan Besar Stadium | 6.00pm |
| 22-Oct | Sunday | 7 | Geylang International FC vs Brunei DPMM FC | Our Tampines Hub | 6.00pm |
| 22-Oct | Sunday | 8 | Albirex Niigata (S) FC vs Young Lions | Jurong East Stadium | 6.00pm |
| 4-Nov | Saturday | 11 | Young Lions vs Brunei DPMM FC | Jalan Besar Stadium | 6.00pm |
| 4-Nov | Saturday | 12 | Tampines Rovers FC vs Geylang International FC | Our Tampines Hub | 6.00pm |
| 25-Nov | Saturday | 15 | Balestier Khalsa FC vs Tanjong Pagar United FC | Bishan Stadium | 6.00pm |
| 25-Nov | Saturday | 16 | Hougang United FC vs Lion City Sailors FC | Jalan Besar Stadium | 6.00pm |
| 26-Nov | Sunday | 13 | Albirex Niigata (S) FC vs Tampines Rovers FC | Jurong East Stadium | 6.00pm |
| 26-Nov | Sunday | 14 | Geylang International FC vs Young Lions | Our Tampines Hub | 6.00pm |
| 3-Dec | Sunday | 17 | Runner-up of Group A vs Winner of Group B | TBC | 6.00pm |
| 3-Dec | Sunday | 18 | Runner-up of Group B vs Winner of Group A | TBC | 6.00pm |
| 6-Dec | Wednesday | 19 | Winner of Group B vs Runner-up of Group A | TBC | 7.45pm |
| 6-Dec | Wednesday | 20 | Winner of Group A vs Runner-up of Group B | TBC | 7.45pm |
| 9-Dec | Saturday | 21 | Non-Winner of M17/M19 vs Non-Winner of M18/M20 | Jalan Besar Stadium | 5.00pm |
| 9-Dec | Saturday | 22 | Winner of M17/M19 vs Winner of M18/M20 | Jalan Besar Stadium | 8.00pm |