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| U | Tampines Rovers | - | Balestier Khalsa | 2:1 | ||
| R | Balestier Khalsa | - | Tampines Rovers | 4:1 d.p. | ||
| U: 22.09.2014 13:30 | R: 25.09.2014 13:30 | Winnaars: Balestier Khalsa | ||||
| U | Home United | - | DPMM FC | 1:1 | ||
| R | DPMM FC | - | Home United | 2:3 | ||
| U: 23.09.2014 13:30 | R: 26.09.2014 13:30 | Winnaars: Home United | ||||
