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| 1st(1st leg) | Tampines Rovers | - | Ceres FC | 2:1 | ||
| 2nd (2nd leg) | Ceres FC | - | Tampines Rovers | 2:3 aet | ||
| 1st(1st leg): 21/08/2016 12:30 | 2nd (2nd leg): 24/08/2016 12:45 | Winner: Tampines Rovers | ||||
| 1st(1st leg) | Albirex Niigata (S) | - | Balestier Khalsa | 1:0 | ||
| 2nd (2nd leg) | Balestier Khalsa | - | Albirex Niigata (S) | 0:1 (0:0) | ||
| 1st(1st leg): 09/09/2016 12:30 | 2nd (2nd leg): 13/09/2016 12:45 | Winner: Albirex Niigata (S) | ||||
