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| U | MFK Košice | - | AS Roma | 3:3 (1:1) | ||
| R | AS Roma | - | MFK Košice | 7:1 (5:1) | ||
| U: 20.08.2009 16:30 | R: 27.08.2009 20:45 | Winnaars: AS Roma | ||||
| U | FK Baku | - | FC Basel | 1:3 (0:0) | ||
| R | FC Basel | - | FK Baku | 5:1 (2:1) | ||
| U: 20.08.2009 17:00 | R: 27.08.2009 19:30 | Winnaars: FC Basel | ||||
| U | BATE Borisov | - | PFC Litex Lovech | 0:1 (0:0) | ||
| R | PFC Litex Lovech | - | BATE Borisov | 0:4 (0:0, 0:1) n.v. | ||
| U: 20.08.2009 18:00 | R: 27.08.2009 20:00 | Winnaars: BATE Borisov | ||||
| U | FK Teplice | - | Hapoel Tel Aviv | 1:2 (0:0) | ||
| R | Hapoel Tel Aviv | - | FK Teplice | 1:1 (0:0) | ||
| U: 20.08.2009 18:00 | R: 27.08.2009 18:00 | Winnaars: Hapoel Tel Aviv | ||||
| U | Bnei Yehuda Tel Aviv | - | PSV | 0:1 (0:1) | ||
| R | PSV | - | Bnei Yehuda Tel Aviv | 1:0 (1:0) | ||
| U: 20.08.2009 18:30 | R: 27.08.2009 20:45 | Winnaars: PSV | ||||
| U | Trabzonspor | - | Toulouse FC | 1:3 (1:1) | ||
| R | Toulouse FC | - | Trabzonspor | 0:1 (0:0) | ||
| U: 20.08.2009 18:45 | R: 27.08.2009 21:00 | Winnaars: Toulouse FC | ||||
| U | EA Guingamp | - | Hamburger SV | 1:5 (0:3) | ||
| R | Hamburger SV | - | EA Guingamp | 3:1 (1:0) | ||
| U: 20.08.2009 18:45 | R: 27.08.2009 20:30 | Winnaars: Hamburger SV | ||||
| U | PAOK Saloniki | - | sc Heerenveen | 1:1 (0:1) | ||
| R | sc Heerenveen | - | PAOK Saloniki | 0:0 (0:0) | ||
| U: 20.08.2009 19:00 | R: 27.08.2009 18:45 | Winnaars: sc Heerenveen | ||||
| U | NAC Breda | - | Villarreal CF | 1:3 (1:1) | ||
| R | Villarreal CF | - | NAC Breda | 6:1 (3:0) | ||
| U: 20.08.2009 19:00 | R: 27.08.2009 20:30 | Winnaars: Villarreal CF | ||||
| U | CSKA Sofia | - | Dinamo Moskou | 0:0 (0:0) | ||
| R | Dinamo Moskou | - | CSKA Sofia | 1:2 (1:1) | ||
| U: 20.08.2009 19:00 | R: 27.08.2009 18:00 | Winnaars: CSKA Sofia | ||||
| U | Metalurh Donetsk | - | Austria Wien | 2:2 (1:1) | ||
| R | Austria Wien | - | Metalurh Donetsk | 3:2 (1:1, 2:2) n.v. | ||
| U: 20.08.2009 19:15 | R: 27.08.2009 19:15 | Winnaars: Austria Wien | ||||
| U | Rapid Wien | - | Aston Villa | 1:0 (1:0) | ||
| R | Aston Villa | - | Rapid Wien | 2:1 (1:0) | ||
| U: 20.08.2009 19:15 | R: 27.08.2009 21:00 | Winnaars: Rapid Wien | ||||
| U | Sturm Graz | - | Metalist Kharkiv | 1:1 (1:0) | ||
| R | Metalist Kharkiv | - | Sturm Graz | 0:1 (0:1) | ||
| U: 20.08.2009 19:15 | R: 27.08.2009 19:15 | Winnaars: Sturm Graz | ||||
| U | FCSB | - | St Patrick's Athletic | 3:0 (0:0) | ||
| R | St Patrick's Athletic | - | FCSB | 1:2 (0:0) | ||
| U: 20.08.2009 19:30 | R: 27.08.2009 20:45 | Winnaars: FCSB | ||||
| U | Dinamo Boekarest | - | Slovan Liberec | 0:3 (0:1) Toeg. | ||
| R | Slovan Liberec | - | Dinamo Boekarest | 8:9 (0:1, 0:3, 0:3) d.p. | ||
| U: 20.08.2009 19:30 | R: 27.08.2009 19:30 | Winnaars: Dinamo Boekarest | ||||
| U | FC Twente | - | Qarabağ FK | 3:1 (1:1) | ||
| R | Qarabağ FK | - | FC Twente | 0:0 (0:0) | ||
| U: 20.08.2009 20:00 | R: 27.08.2009 17:00 | Winnaars: FC Twente | ||||
| U | Sivasspor | - | Shakhtar Donetsk | 0:3 (0:1) | ||
| R | Shakhtar Donetsk | - | Sivasspor | 2:0 (1:0) | ||
| U: 20.08.2009 20:00 | R: 25.08.2009 18:00 | Winnaars: Shakhtar Donetsk | ||||
| U | Slavia Praag | - | Rode Ster Belgrado | 3:0 (1:0) | ||
| R | Rode Ster Belgrado | - | Slavia Praag | 2:1 (2:0) | ||
| U: 20.08.2009 20:00 | R: 27.08.2009 20:30 | Winnaars: Slavia Praag | ||||
| U | FC Vaslui | - | AEK Athene | 2:1 (1:0) | ||
| R | AEK Athene | - | FC Vaslui | 3:0 (0:0) | ||
| U: 20.08.2009 20:00 | R: 27.08.2009 20:00 | Winnaars: AEK Athene | ||||
| U | Partizan | - | MŠK Žilina | 1:1 (1:1) | ||
| R | MŠK Žilina | - | Partizan | 0:2 (0:0) | ||
| U: 20.08.2009 20:15 | R: 27.08.2009 19:30 | Winnaars: Partizan | ||||
| U | FK Sarajevo | - | CFR Cluj | 1:1 (0:1) | ||
| R | CFR Cluj | - | FK Sarajevo | 2:1 (1:0) | ||
| U: 20.08.2009 20:15 | R: 27.08.2009 18:45 | Winnaars: CFR Cluj | ||||
| U | Lech Poznań | - | Club Brugge KV | 1:0 (0:0) | ||
| R | Club Brugge KV | - | Lech Poznań | 4:3 (0:0, 1:0, 1:0) d.p. | ||
| U: 20.08.2009 20:30 | R: 27.08.2009 20:30 | Winnaars: Club Brugge KV | ||||
| U | Brøndby IF | - | Hertha BSC | 2:1 (0:0) | ||
| R | Hertha BSC | - | Brøndby IF | 3:1 (0:0) | ||
| U: 20.08.2009 20:30 | R: 27.08.2009 18:15 | Winnaars: Hertha BSC | ||||
| U | FC Sion | - | Fenerbahçe | 0:2 (0:1) | ||
| R | Fenerbahçe | - | FC Sion | 2:2 (2:2) | ||
| U: 20.08.2009 20:30 | R: 27.08.2009 20:30 | Winnaars: Fenerbahçe | ||||
| U | Galatasaray | - | FC Levadia | 5:0 (2:0) | ||
| R | FC Levadia | - | Galatasaray | 1:1 (0:0) | ||
| U: 20.08.2009 20:45 | R: 27.08.2009 20:00 | Winnaars: Galatasaray | ||||
| U | KRC Genk | - | Lille OSC | 1:2 (0:1) | ||
| R | Lille OSC | - | KRC Genk | 4:2 (1:1) | ||
| U: 20.08.2009 20:45 | R: 27.08.2009 18:45 | Winnaars: Lille OSC | ||||
| U | Lazio Roma | - | IF Elfsborg | 3:0 (2:0) | ||
| R | IF Elfsborg | - | Lazio Roma | 1:0 (0:0) | ||
| U: 20.08.2009 20:45 | R: 27.08.2009 19:00 | Winnaars: Lazio Roma | ||||
| U | AFC Ajax | - | Slovan Bratislava | 5:0 (1:0) | ||
| R | Slovan Bratislava | - | AFC Ajax | 1:2 (1:1) | ||
| U: 20.08.2009 20:45 | R: 27.08.2009 18:30 | Winnaars: AFC Ajax | ||||
| U | NK Maribor | - | Sparta Praag | 0:2 (0:1) | ||
| R | Sparta Praag | - | NK Maribor | 1:0 (1:0) | ||
| U: 20.08.2009 20:45 | R: 27.08.2009 20:00 | Winnaars: Sparta Praag | ||||
| U | Genoa CFC | - | Odense BK | 3:1 (1:0) | ||
| R | Odense BK | - | Genoa CFC | 1:1 (1:0) | ||
| U: 20.08.2009 20:45 | R: 27.08.2009 20:30 | Winnaars: Genoa CFC | ||||
| U | SL Benfica | - | Vorskla Poltava | 4:0 (1:0) | ||
| R | Vorskla Poltava | - | SL Benfica | 2:1 (0:0) | ||
| U: 20.08.2009 20:45 | R: 27.08.2009 20:45 | Winnaars: SL Benfica | ||||
| U | Dinamo Zagreb | - | Heart of Midlothian | 4:0 (2:0) | ||
| R | Heart of Midlothian | - | Dinamo Zagreb | 2:0 (1:0) | ||
| U: 20.08.2009 21:00 | R: 27.08.2009 20:35 | Winnaars: Dinamo Zagreb | ||||
| U | Werder Bremen | - | FK Aktobe | 6:3 (3:2) | ||
| R | FK Aktobe | - | Werder Bremen | 0:2 (0:2) | ||
| U: 20.08.2009 21:00 | R: 27.08.2009 16:00 | Winnaars: Werder Bremen | ||||
| U | Everton FC | - | Sigma Olomouc | 4:0 (2:0) | ||
| R | Sigma Olomouc | - | Everton FC | 1:1 (0:1) | ||
| U: 20.08.2009 21:00 | R: 27.08.2009 18:00 | Winnaars: Everton FC | ||||
| U | Fulham FC | - | FK Amkar Perm | 3:1 (1:0) | ||
| R | FK Amkar Perm | - | Fulham FC | 1:0 (0:0) | ||
| U: 20.08.2009 21:00 | R: 27.08.2009 16:00 | Winnaars: Fulham FC | ||||
| U | Stabæk IF | - | Valencia CF | 0:3 (0:2) | ||
| R | Valencia CF | - | Stabæk IF | 4:1 (2:1) | ||
| U: 20.08.2009 21:00 | R: 27.08.2009 21:30 | Winnaars: Valencia CF | ||||
| U | CD Nacional | - | Zenit St. Petersburg | 4:3 (2:1) | ||
| R | Zenit St. Petersburg | - | CD Nacional | 1:1 (1:0) | ||
| U: 20.08.2009 21:30 | R: 27.08.2009 18:30 | Winnaars: CD Nacional | ||||
| U | Athletic Bilbao | - | Tromsø IL | 3:2 (0:1) | ||
| R | Tromsø IL | - | Athletic Bilbao | 1:1 (0:0) | ||
| U: 20.08.2009 22:00 | R: 27.08.2009 19:00 | Winnaars: Athletic Bilbao | ||||
