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| 1st(1st leg) | Tampines Rovers | - | Balestier Khalsa | 2:1 | ||
| 2nd (2nd leg) | Balestier Khalsa | - | Tampines Rovers | 4:1 pso | ||
| 1st(1st leg): 22/09/2014 12:30 | 2nd (2nd leg): 25/09/2014 12:30 | Winner: Balestier Khalsa | ||||
| 1st(1st leg) | Home United | - | DPMM FC | 1:1 | ||
| 2nd (2nd leg) | DPMM FC | - | Home United | 2:3 | ||
| 1st(1st leg): 23/09/2014 12:30 | 2nd (2nd leg): 26/09/2014 12:30 | Winner: Home United | ||||
