Jornada 1
| 29 May 16 |  United City |
3 - 1 |  Young Lions |
... |
| 28 May 16 |  Naga World |
0 - 5 |  Global |
... |
| 26 May 16 |  Lion City. |
2 - 1 |  Hougang |
... |
| 27 May 16 |  Geylang |
2 - 1 |  Warriors |
... |
Jornada 2
| 30 Jun 16 |  DPMM FC |
0 - 3 | United City |
... |
| 03 Jul 16 | United City |
2 - 3 | DPMM FC |
... |
| 02 Jul 16 | Global |
1 - 2 |  Tampines |
... |
| 29 Jun 16 | Tampines |
3 - 1 | Global |
... |
| 28 Jun 16 |  Albirex |
2 - 0 | Geylang |
... |
| 01 Jul 16 | Geylang |
2 - 2 | Albirex |
... |
| 30 Jun 16 | Lion City. |
2 - 2 |  Balestier |
... |
| 27 Jun 16 | Balestier |
2 - 1 | Lion City. |
... |
Jornada 3
Jornada 4
| 29 Oct 16 | Balestier |
1 - 2 | United City |
... |
Jornada 5
Tampines Rovers
Lion City Sailors
Balestier Khalsa
Hougang United
Warriors
Albirex Niigata S
DPMM FC
Young Lions
Geylang International
Naga World
United City
Global