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| 26/05/2014 | 12:30 | Tanjong Pagar United | - | Hougang United | 1:0 (0:0) | |
| 27/05/2014 | 12:30 | Woodlands Wellington | - | Geylang International | 1:5 (1:2) | |
| 12:30 | Warriors FC | - | Balestier Khalsa | 1:3 (1:1) | ||
| 28/05/2014 | 12:30 | Svay Rieng FC | - | Albirex Niigata (S) | 0:3 (0:2) | |
| 29/05/2014 | 12:30 | Harimau Muda B | - | Tampines Rovers | 5:6 (0:0, 0:0, 1:1) pso | |
| 30/05/2014 | 12:30 | Home United | - | Nagacorp FC | 5:0 (3:0) | |
| 31/05/2014 | 12:30 | Global FC | - | DPMM FC | 0:7 (0:0) | |
| 01/06/2014 | 13:40 | Loyola Meralco Sparks | - | SHB Champasak FC | 7:1 (1:1) |
