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| I | Tampines Rovers | - | Tanjong Pagar United | 4:2 (1:1) | ||
| V | Tanjong Pagar United | - | Tampines Rovers | 1:4 (0:2) | ||
| I: 27.06.2014 13:30 | V: 01.07.2014 14:00 | Campeones: Tampines Rovers | ||||
| I | Balestier Khalsa | - | Geylang International | 2:1 (0:1) | ||
| V | Geylang International | - | Balestier Khalsa | 3:4 pn. | ||
| I: 28.06.2014 13:30 | V: 02.07.2014 14:00 | Campeones: Balestier Khalsa | ||||
| I | Albirex Niigata (S) | - | DPMM FC | 3:4 (1:3) | ||
| V | DPMM FC | - | Albirex Niigata (S) | 2:1 (2:0) | ||
| I: 29.06.2014 14:00 | V: 04.07.2014 14:00 | Campeones: DPMM FC | ||||
| I | Home United | - | Loyola Meralco Sparks | 2:0 (0:0) | ||
| V | Loyola Meralco Sparks | - | Home United | 1:2 (0:2) | ||
| I: 30.06.2014 14:00 | V: 03.07.2014 14:00 | Campeones: Home United | ||||
