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| H | Singapore Armed Forces FC | - | Al Nahda | 2:1 | ||
| R | Al Nahda | - | Singapore Armed Forces FC | 3:0 | ||
| H: 16.09.2008 15:00 | R: 23.09.2008 19:30 | Sieger: Al Nahda | ||||
| H | Perak FA | - | Al Safa SC | 0:2 | ||
| R | Al Safa SC | - | Perak FA | 5:0 | ||
| H: 16.09.2008 15:15 | R: 23.09.2008 20:30 | Sieger: Al Safa SC | ||||
| H | Dempo SC | - | Home United | 1:1 | ||
| R | Home United | - | Dempo SC | 3:4 | ||
| H: 16.09.2008 16:30 | R: 23.09.2008 14:45 | Sieger: Dempo SC | ||||
| H | Al Muharraq | - | Kedah FA | 5:0 | ||
| R | Kedah FA | - | Al Muharraq | 1:2 | ||
| H: 16.09.2008 20:15 | R: 23.09.2008 16:00 | Sieger: Al Muharraq | ||||
