Al Hazm 1-5 Faisaly Amman *
| 27.12.2008 | Faisaly Amman | 3-1 | Al Hazm | |
| 16.12.2008 | Al Hazm | 0-2 | Faisaly Amman | |
Al Hilal Al Sudani 1-2 ES Sétif
| 26.12.2008 | ES Sétif | ABD | Al Hilal Al Sudani | |
| 18.12.2008 | Al Hilal Al Sudani | 1-2 | ES Sétif | |
Hilal Hudaydah 2-8 Esperance ST *
| 27.12.2008 | Esperance ST | 6-1 | Hilal Hudaydah | |
| 16.12.2008 | Hilal Hudaydah | 1-2 | Esperance ST | |
Merreikh Al Sudan 7-8 Wehdat Amman *
| 25.12.2008 | Wehdat Amman | 7-4 | Merreikh Al Sudan | |
| 17.12.2008 | Merreikh Al Sudan | 3-1 | Wehdat Amman | |
*CS Sfaxien 1-0 Raja Casablanca
| 28.12.2008 | Raja Casablanca | 0-1 | CS Sfaxien | |
| 17.12.2008 | CS Sfaxien | 0-0 | Raja Casablanca | |
Quwa Al Jawiya 1-3 US Monastir *
| 28.12.2008 | US Monastir | 2-0 | Quwa Al Jawiya | |
| 16.12.2008 | Quwa Al Jawiya | 1-1 | US Monastir | |
*Ismaily SC 7-2 USM Alger
| 28.12.2008 | USM Alger | 1-4 | Ismaily SC | |
| 16.12.2008 | Ismaily SC | 3-1 | USM Alger | |
Ittihad Aleppo 1-2 Wydad Casablanca *
| 04.01.2009 | Wydad Casablanca | 2-0 | Ittihad Aleppo | |
| 19.12.2008 | Ittihad Aleppo | 1-0 | Wydad Casablanca | |