Jornada 1
| 26 May 14 |  Tanjong |
1 - 0 |  Hougang |
... |
| 27 May 14 |  Woodlands |
1 - 5 |  Geylang |
... |
| 27 May 14 |  Warriors |
1 - 3 |  Balestier |
... |
| 28 May 14 |  Svay Rieng |
0 - 3 |  Albirex |
... |
| 29 May 14 |  Harimau |
1 - 1 |  Tampines |
... |
| 30 May 14 |  Lion City. |
5 - 0 |  Nagaworld |
... |
| 31 May 14 |  Global |
0 - 7 |  DPMM FC |
... |
| 01 Jun 14 |  Loyola |
7 - 1 |  Champasak |
... |
Jornada 2
Jornada 3
Jornada 4
Jornada 5
| 07 Nov 14 | Balestier |
3 - 1 | Lion City. |
... |
Tampines Rovers
Lion City Sailors
Balestier Khalsa
Hougang United
Svay Rieng
Warriors
Albirex Niigata S
DPMM FC
Woodlands Wellington FC
Tanjong Pagar
Geylang International
Global
Harimau Muda II
Loyola
Nagaworld FC
SHB Champasak