Brunei DPMM FC 3-4 Home United *
| 26.09.2014 | Home United | 3-2 | Brunei DPMM FC | |
| 23.09.2014 | Brunei DPMM FC | 1-1 | Home United | |
Tampines Rovers 2-2 Balestier Khalsa *
| 25.09.2014 | Balestier Khalsa | 1-0/p.4-1 | Tampines Rovers | |
| 22.09.2014 | Tampines Rovers | 2-1 | Balestier Khalsa | |