| 36 | 3/5/09 | Serangoon | Gambas Avenue Sports Club Vs Admiralty FC | 3-2 |
| 27 | 3/5/09 | Serangoon | West United Football Club Vs Jollilads Arsenal FC | 0-3 |
| 28 | 3/5/09 | Farrer Park | Summerville Football Club Vs Ang Mo Kio United FC | 1-2 |
| 29 | 3/5/09 | Meriden J.C. | Singapore Power Club Vs Keppel Monaco FC | 3-1 |
| 40 | 2/5/09 | BRTC | Sunrise Place FC Vs Prison Sports & Rec Club | 0-1 |
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