Al Shula (SYR) 0-6 Taliya Hama
| 04.04.2009 | Taliya Hama | 3-0 | Al Shula (SYR) | |
| 28.03.2009 | Al Shula (SYR) | 0-3 | Taliya Hama | |
Foutoua Club 3-4 Wathba Homs *
| 28.04.2009 | Wathba Homs | 2-2 | Foutoua Club | |
| 27.03.2009 | Foutoua Club | 1-2 | Wathba Homs | |
Tishreen SC 1-2 Ittihad Aleppo *
| 28.04.2009 | Ittihad Aleppo | 2-0 | Tishreen SC | |
| 27.03.2009 | Tishreen SC | 1-0 | Ittihad Aleppo | |
Majd Damascus 3-1 Jableh SC
| 28.04.2009 | Jableh SC | 0-0 | Majd Damascus | |
| 27.03.2009 | Majd Damascus | 3-1 | Jableh SC | |
Karamah 4-0 Omyyah Idlib
| 28.04.2009 | Omyyah Idlib | 0-2 | Karamah | |
| 27.03.2009 | Karamah | 2-0 | Omyyah Idlib | |
Nawa'ir Hama 2-7 Jaish Damascus
| 28.04.2009 | Jaish Damascus | 3-0 | Nawa'ir Hama | |
| 27.03.2009 | Nawa'ir Hama | 2-4 | Jaish Damascus | |
Nidal (SYR) 3-4 Afrin SC
| 03.05.2009 | Afrin SC | 4-3 | Nidal (SYR) | |
| 27.03.2009 | Nidal (SYR) | 0-0 | Afrin SC | |
Yaqdha 0-9 Shorta Damascus
| 13.04.2009 | Shorta Damascus | 3-0 | Yaqdha | |
| 28.03.2009 | Yaqdha | 0-6 | Shorta Damascus | |