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| H | ACF Fiorentina | - | Slavia Praha | 2:0 (1:0) | ||
| R | Slavia Praha | - | ACF Fiorentina | 0:0 (0:0) | ||
| H: 12.08.2008 20:45 | R: 27.08.2008 20:45 | Sieger: ACF Fiorentina | ||||
| H | Spartak Moskva | - | Dinamo Kiev | 1:4 (1:2) | ||
| R | Dinamo Kiev | - | Spartak Moskva | 4:1 (2:0) | ||
| H: 13.08.2008 18:00 | R: 27.08.2008 19:45 | Sieger: Dinamo Kiev | ||||
| H | Shakhtar Donetsk | - | Dinamo Zagreb | 2:0 (2:0) | ||
| R | Dinamo Zagreb | - | Shakhtar Donetsk | 1:3 (0:1) | ||
| H: 13.08.2008 19:00 | R: 27.08.2008 20:45 | Sieger: Shakhtar Donetsk | ||||
| H | Levski Sofia | - | BATE Borisov | 0:1 (0:0) | ||
| R | BATE Borisov | - | Levski Sofia | 1:1 (1:1) | ||
| H: 13.08.2008 19:00 | R: 27.08.2008 18:00 | Sieger: BATE Borisov | ||||
| H | Anorthosis Famagusta | - | Olympiakos Piraeus | 3:0 (2:0) | ||
| R | Olympiakos Piraeus | - | Anorthosis Famagusta | 1:0 (0:0) | ||
| H: 13.08.2008 20:00 | R: 27.08.2008 20:45 | Sieger: Anorthosis Famagusta | ||||
| H | Aalborg BK | - | FBK Kaunas | 2:0 (0:0) | ||
| R | FBK Kaunas | - | Aalborg BK | 0:2 (0:0) | ||
| H: 13.08.2008 20:05 | R: 27.08.2008 19:00 | Sieger: Aalborg BK | ||||
| H | Galatasaray | - | FC Steaua Bucureşti | 2:2 (1:2) | ||
| R | FC Steaua Bucureşti | - | Galatasaray | 1:0 (0:0) | ||
| H: 13.08.2008 20:15 | R: 27.08.2008 19:45 | Sieger: FC Steaua Bucureşti | ||||
| H | FC Schalke 04 | - | Atlético Madrid | 1:0 (1:0) | ||
| R | Atlético Madrid | - | FC Schalke 04 | 4:0 (1:0) | ||
| H: 13.08.2008 20:45 | R: 27.08.2008 20:45 | Sieger: Atlético Madrid | ||||
| H | FC Twente | - | Arsenal FC | 0:2 (0:0) | ||
| R | Arsenal FC | - | FC Twente | 4:0 (1:0) | ||
| H: 13.08.2008 20:45 | R: 27.08.2008 21:05 | Sieger: Arsenal FC | ||||
| H | Juventus | - | FC Artmedia Petržalka | 4:0 (3:0) | ||
| R | FC Artmedia Petržalka | - | Juventus | 1:1 (1:1) | ||
| H: 13.08.2008 20:45 | R: 26.08.2008 20:45 | Sieger: Juventus | ||||
| H | SK Brann | - | Olympique Marseille | 0:1 (0:1) | ||
| R | Olympique Marseille | - | SK Brann | 2:1 (0:0) | ||
| H: 13.08.2008 20:45 | R: 27.08.2008 20:45 | Sieger: Olympique Marseille | ||||
| H | AC Sparta Praha | - | Panathinaikos | 1:2 (1:1) | ||
| R | Panathinaikos | - | AC Sparta Praha | 1:0 (0:0) | ||
| H: 13.08.2008 20:45 | R: 26.08.2008 20:45 | Sieger: Panathinaikos | ||||
| H | Partizan | - | Fenerbahçe | 2:2 (2:1) | ||
| R | Fenerbahçe | - | Partizan | 2:1 (1:0) | ||
| H: 13.08.2008 21:00 | R: 27.08.2008 20:00 | Sieger: Fenerbahçe | ||||
| H | Standard Liège | - | Liverpool FC | 0:0 (0:0) | ||
| R | Liverpool FC | - | Standard Liège | 1:0 (0:0, 0:0) n.V. | ||
| H: 13.08.2008 21:05 | R: 27.08.2008 21:05 | Sieger: Liverpool FC | ||||
| H | Vitória Guimarães | - | FC Basel 1893 | 0:0 (0:0) | ||
| R | FC Basel 1893 | - | Vitória Guimarães | 2:1 (1:1) | ||
| H: 13.08.2008 21:30 | R: 27.08.2008 20:15 | Sieger: FC Basel 1893 | ||||
| H | FC Barcelona | - | Wisła Kraków | 4:0 (2:0) | ||
| R | Wisła Kraków | - | FC Barcelona | 1:0 (0:0) | ||
| H: 13.08.2008 22:00 | R: 26.08.2008 20:45 | Sieger: FC Barcelona | ||||
