Brunei DPMM FC 3-7 TTM Samut Sakhon
| 31.08.2009 | TTM Samut Sakhon | 4-2 | Brunei DPMM FC | |
| 28.08.2009 | Brunei DPMM FC | 1-3 | TTM Samut Sakhon | |
Geylang United 4-3 Home United
| 03.09.2009 | Home United | 2-2 | Geylang United | |
| 30.08.2009 | Geylang United | 2-1 | Home United | |
Phnom Penh Crown 4-5 Bangkok Glass
| 02.09.2009 | Bangkok Glass | 3-3 | Phnom Penh Crown | |
| 26.08.2009 | Phnom Penh Crown | 1-2 | Bangkok Glass | |
Tampines Rovers 1-1 Albirex Niigata (S)
| 04.09.2009 | Albirex Niigata (S) | 1-0/p.3-1 | Tampines Rovers | |
| 01.09.2009 | Tampines Rovers | 1-0 | Albirex Niigata (S) | |