*Al Ahli Tripoli 7-2 AS Police (NIG)
| 15.02.2009 | AS Police (NIG) | 2-1 | Al Ahli Tripoli | |
| 31.01.2009 | Al Ahli Tripoli | 6-0 | AS Police (NIG) | |
*Al Merreikh SC 2-1 ATRACO FC
| 15.02.2009 | ATRACO FC | 0-0 | Al Merreikh SC | |
| 31.01.2009 | Al Merreikh SC | 2-1 | ATRACO FC | |
*AS Douanes Dakar 4-1 Ports Auth. Freetown
| 14.02.2009 | Ports Auth. Freetown | 0-1 | AS Douanes Dakar | |
| 31.01.2009 | AS Douanes Dakar | 3-1 | Ports Auth. Freetown | |
*Canon Yaoundé 2-1 AS Inter Star
| 15.02.2009 | AS Inter Star | 0-1 | Canon Yaoundé | |
| 01.02.2009 | Canon Yaoundé | 1-1 | AS Inter Star | |
*1º de Agosto 7-3 CARA Brazzaville
| 15.02.2009 | CARA Brazzaville | 1-2 | 1º de Agosto | |
| 31.01.2009 | 1º de Agosto | 5-2 | CARA Brazzaville | |
*Djoliba AC 4-1 Casa Sport
| 15.02.2009 | Casa Sport | 1-0 | Djoliba AC | |
| 01.02.2009 | Djoliba AC | 4-0 | Casa Sport | |
DC Motema Pembe 1-3 AS Mangasport
| 15.02.2009 | AS Mangasport | 1-0 | DC Motema Pembe | |
| 01.02.2009 | DC Motema Pembe | 1-2 | AS Mangasport | |
*Young Africans 14-1 Etoile d'Or
| 15.02.2009 | Etoile d'Or | 0-6 | Young Africans | |
| 31.01.2009 | Young Africans | 8-1 | Etoile d'Or | |
*Étoile Filante 4-3 Heart of Lions
| 15.02.2009 | Heart of Lions | 3-2 | Étoile Filante | |
| 01.02.2009 | Étoile Filante | 2-0 | Heart of Lions | |
*FAR Rabat 6-2 Sporting Praia
| 14.02.2009 | Sporting Praia | 1-0 | FAR Rabat | |
| 31.01.2009 | FAR Rabat | 6-1 | Sporting Praia | |
*ASO Chlef 3-1 Fello Star
| 15.02.2009 | Fello Star | 1-2 | ASO Chlef | |
| 30.01.2009 | ASO Chlef | 1-0 | Fello Star | |
Ferroviário Maputo 2-3 KCC Kampala *
| 14.02.2009 | KCC Kampala | 2-0 | Ferroviário Maputo | |
| 01.02.2009 | Ferroviário Maputo | 2-1 | KCC Kampala | |
*Kano Pillars 2-0 Elect Sport FC
| 14.02.2009 | Elect Sport FC | 0-0 | Kano Pillars | |
| 31.01.2009 | Kano Pillars | 2-0 | Elect Sport FC | |
*Monomotapa United 3-2 Miembeni
| 14.02.2009 | Miembeni | 2-1 | Monomotapa United | |
| 01.02.2009 | Monomotapa United | 2-0 | Miembeni | |
*Heartland FC 10-1 Monrovia Black Star
| 15.02.2009 | Monrovia Black Star | 1-6 | Heartland FC | |
| 01.02.2009 | Heartland FC | 4-0 | Monrovia Black Star | |
*Petro Atlético Luanda 6-0 Royal Leopards
| 14.02.2009 | Royal Leopards | 0-3 | Petro Atlético Luanda | |
| 01.02.2009 | Petro Atlético Luanda | 3-0 | Royal Leopards | |
Club Africain Tunis 0-0 SC de Bafatá
| 15.02.2009 | SC de Bafatá | ABD | Club Africain Tunis | |
| 01.02.2009 | Club Africain Tunis | ABD | SC de Bafatá | |
*SuperSport United 8-2 Curepipe Starlight
| 15.02.2009 | Curepipe Starlight | 2-5 | SuperSport United | |
| 01.02.2009 | SuperSport United | 3-0 | Curepipe Starlight | |
Académie Ny Antsika 0-6 US Stade Tamponnaise *
| 15.02.2009 | US Stade Tamponnaise | 6-0 | Académie Ny Antsika | |
| 01.02.2009 | Académie Ny Antsika | ABD | US Stade Tamponnaise | |
Ittihad Khémisset 0-0 Wallidan FC
| 15.02.2009 | Wallidan FC | ABD | Ittihad Khémisset | |
| 01.02.2009 | Ittihad Khémisset | ABD | Wallidan FC | |
*ZESCO United 5-1 Mathare United
| 14.02.2009 | Mathare United | 1-3 | ZESCO United | |
| 31.01.2009 | ZESCO United | 2-0 | Mathare United | |