Gruppe A
24.09.2023 12:00 DPMM FC DPMM FC - Albirex Niigata (S) Albirex Niigata (S) 1:1 (1:0)
24.09.2023 12:00 Tampines Rovers Tampines Rovers - Young Lions Young Lions 5:0 (0:0)
29.09.2023 13:45 Albirex Niigata (S) Albirex Niigata (S) - Geylang International Geylang International -:-
29.09.2023 13:45 DPMM FC DPMM FC - Tampines Rovers Tampines Rovers -:-
22.10.2023 12:00 Albirex Niigata (S) Albirex Niigata (S) - Young Lions Young Lions -:-
22.10.2023 12:00 Geylang International Geylang International - DPMM FC DPMM FC -:-
04.11.2023 12:00 Tampines Rovers Tampines Rovers - Geylang International Geylang International -:-
04.11.2023 12:00 Young Lions Young Lions - DPMM FC DPMM FC -:-
26.11.2023 12:00 Albirex Niigata (S) Albirex Niigata (S) - Tampines Rovers Tampines Rovers -:-
26.11.2023 12:00 Geylang International Geylang International - Young Lions Young Lions -:-
Gruppe B
25.09.2023 13:45 Tanjong Pagar United Tanjong Pagar United - Hougang United Hougang United -:-
25.09.2023 13:45 Balestier Khalsa Balestier Khalsa - Lion City Sailors Lion City Sailors -:-
21.10.2023 12:00 Hougang United Hougang United - Balestier Khalsa Balestier Khalsa -:-
21.10.2023 12:00 Lion City Sailors Lion City Sailors - Tanjong Pagar United Tanjong Pagar United -:-
25.11.2023 12:00 Balestier Khalsa Balestier Khalsa - Tanjong Pagar United Tanjong Pagar United -:-
25.11.2023 12:00 Hougang United Hougang United - Lion City Sailors Lion City Sailors -:-
Halbfinale
03.12.2023 12:00 N.N.  N.N. - N.N. N.N. -:-
03.12.2023 12:00 N.N.  N.N. - N.N. N.N. -:-
06.12.2023 13:45 N.N. N.N. -  N.N. N.N. -:-
06.12.2023 13:45 N.N. N.N. -  N.N. N.N. -:-