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| U | FK Baku | - | Levski Sofia | 0:0 (0:0) | ||
| R | Levski Sofia | - | FK Baku | 2:0 (0:0) | ||
| U: 28.07.2009 17:00 | R: 05.08.2009 19:30 | Winnaars: Levski Sofia | ||||
| U | FK Aktobe | - | Maccabi Haifa | 0:0 (0:0) | ||
| R | Maccabi Haifa | - | FK Aktobe | 4:3 (2:3) | ||
| U: 28.07.2009 18:00 | R: 04.08.2009 19:50 | Winnaars: Maccabi Haifa | ||||
| U | Sparta Praag | - | Panathinaikos | 3:1 (2:0) | ||
| R | Panathinaikos | - | Sparta Praag | 3:0 (1:0) | ||
| U: 28.07.2009 20:00 | R: 04.08.2009 20:45 | Winnaars: Panathinaikos | ||||
| U | RSC Anderlecht | - | Sivasspor | 5:0 (3:0) | ||
| R | Sivasspor | - | RSC Anderlecht | 3:1 (2:1) | ||
| U: 28.07.2009 20:45 | R: 04.08.2009 20:00 | Winnaars: RSC Anderlecht | ||||
| U | FK Ventspils | - | BATE Borisov | 1:0 (0:0) | ||
| R | BATE Borisov | - | FK Ventspils | 2:1 (1:1) | ||
| U: 29.07.2009 17:00 | R: 05.08.2009 18:00 | Winnaars: FK Ventspils | ||||
| U | FC Levadia | - | Debreceni VSC | 0:1 (0:0) | ||
| R | Debreceni VSC | - | FC Levadia | 1:0 (0:0) | ||
| U: 29.07.2009 18:00 | R: 05.08.2009 20:00 | Winnaars: Debreceni VSC | ||||
| U | APOEL Nicosia | - | Partizan | 2:0 (0:0) | ||
| R | Partizan | - | APOEL Nicosia | 1:0 (1:0) | ||
| U: 29.07.2009 19:00 | R: 05.08.2009 20:45 | Winnaars: APOEL Nicosia | ||||
| U | FC Sheriff | - | Slavia Praag | 0:0 (0:0) | ||
| R | Slavia Praag | - | FC Sheriff | 1:1 (1:0) | ||
| U: 29.07.2009 19:00 | R: 05.08.2009 20:00 | Winnaars: FC Sheriff | ||||
| U | Shakhtar Donetsk | - | FC Timişoara | 2:2 (0:1) | ||
| R | FC Timişoara | - | Shakhtar Donetsk | 0:0 (0:0) | ||
| U: 29.07.2009 19:00 | R: 05.08.2009 19:30 | Winnaars: FC Timişoara | ||||
| U | Slovan Bratislava | - | Olympiakos | 0:2 (0:2) | ||
| R | Olympiakos | - | Slovan Bratislava | 2:0 (1:0) | ||
| U: 29.07.2009 20:00 | R: 05.08.2009 20:45 | Winnaars: Olympiakos | ||||
| U | FC Zürich | - | NK Maribor | 2:3 (2:2) | ||
| R | NK Maribor | - | FC Zürich | 0:3 (0:2) | ||
| U: 29.07.2009 20:15 | R: 05.08.2009 20:15 | Winnaars: FC Zürich | ||||
| U | FC Kopenhagen | - | Stabæk IF | 3:1 (2:0) | ||
| R | Stabæk IF | - | FC Kopenhagen | 0:0 (0:0) | ||
| U: 29.07.2009 20:15 | R: 05.08.2009 20:45 | Winnaars: FC Kopenhagen | ||||
| U | RB Salzburg | - | Dinamo Zagreb | 1:1 (1:0) | ||
| R | Dinamo Zagreb | - | RB Salzburg | 1:2 (0:1) | ||
| U: 29.07.2009 20:30 | R: 04.08.2009 20:15 | Winnaars: RB Salzburg | ||||
| U | Celtic FC | - | Dinamo Moskou | 0:1 (0:1) | ||
| R | Dinamo Moskou | - | Celtic FC | 0:2 (0:1) | ||
| U: 29.07.2009 20:45 | R: 05.08.2009 18:00 | Winnaars: Celtic FC | ||||
| U | Sporting CP | - | FC Twente | 0:0 (0:0) | ||
| R | FC Twente | - | Sporting CP | 1:1 (1:0) | ||
| U: 29.07.2009 21:45 | R: 04.08.2009 20:45 | Winnaars: Sporting CP | ||||
