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| H | FC Olimpi Rustavi | - | B36 Tórshavn | 2:0 (1:0) | ||
| R | B36 Tórshavn | - | FC Olimpi Rustavi | 0:2 (0:2) | ||
| H: 02.07.2009 15:30 | R: 09.07.2009 19:00 | Sieger: FC Olimpi Rustavi | ||||
| H | FC Dinaburg | - | JK Nõmme Kalju | 2:1 (0:0) | ||
| R | JK Nõmme Kalju | - | FC Dinaburg | 0:0 (0:0) | ||
| H: 02.07.2009 17:00 | R: 09.07.2009 18:30 | Sieger: FC Dinaburg | ||||
| H | FC Banants | - | Široki Brijeg | 0:2 (0:1) | ||
| R | Široki Brijeg | - | FC Banants | 0:1 (0:0) | ||
| H: 02.07.2009 17:00 | R: 09.07.2009 20:30 | Sieger: Široki Brijeg | ||||
| H | Simurq PFC | - | Bnei Yehuda Tel Aviv | 0:1 (0:0) | ||
| R | Bnei Yehuda Tel Aviv | - | Simurq PFC | 3:0 (1:0) | ||
| H: 02.07.2009 17:00 | R: 09.07.2009 18:00 | Sieger: Bnei Yehuda Tel Aviv | ||||
| H | FK Sutjeska | - | MTZ-Ripo | 1:1 (0:0) | ||
| R | MTZ-Ripo | - | FK Sutjeska | 2:1 (0:0, 1:1) n.V. | ||
| H: 02.07.2009 17:30 | R: 09.07.2009 17:00 | Sieger: MTZ-Ripo | ||||
| H | FC Lahti | - | Dinamo Tiranë | 4:1 (2:1) | ||
| R | Dinamo Tiranë | - | FC Lahti | 2:0 (1:0) | ||
| H: 02.07.2009 17:30 | R: 09.07.2009 19:00 | Sieger: FC Lahti | ||||
| H | Valletta FC | - | Keflavík ÍF | 3:0 (1:0) | ||
| R | Keflavík ÍF | - | Valletta FC | 2:2 (0:1) | ||
| H: 02.07.2009 17:30 | R: 09.07.2009 21:15 | Sieger: Valletta FC | ||||
| H | FC Zimbru | - | FK Okzhetpes | 1:2 (0:0) | ||
| R | FK Okzhetpes | - | FC Zimbru | 0:2 (0:2) | ||
| H: 02.07.2009 18:00 | R: 09.07.2009 14:00 | Sieger: FC Zimbru | ||||
| H | JK Narva Trans | - | Rudar Velenje | 0:3 (0:1) | ||
| R | Rudar Velenje | - | JK Narva Trans | 3:1 (1:0) | ||
| H: 02.07.2009 18:00 | R: 09.07.2009 19:30 | Sieger: Rudar Velenje | ||||
| H | Dinamo Minsk | - | FK Renova | 2:1 (0:1) | ||
| R | FK Renova | - | Dinamo Minsk | 1:1 (1:1) | ||
| H: 02.07.2009 18:00 | R: 09.07.2009 17:00 | Sieger: Dinamo Minsk | ||||
| H | CS Grevenmacher | - | FK Vetra | 0:3 (0:2) | ||
| R | FK Vetra | - | CS Grevenmacher | 3:0 (3:0) | ||
| H: 02.07.2009 19:00 | R: 09.07.2009 19:00 | Sieger: FK Vetra | ||||
| H | Szombathelyi Haladás | - | Irtysh Pavlodar | 1:0 (0:0) | ||
| R | Irtysh Pavlodar | - | Szombathelyi Haladás | 2:1 (2:1) | ||
| H: 02.07.2009 19:00 | R: 09.07.2009 15:00 | Sieger: Szombathelyi Haladás | ||||
| H | Anorthosis Famagusta | - | UN Käerjéng | 5:0 (2:0) | ||
| R | UN Käerjéng | - | Anorthosis Famagusta | 1:2 (0:1) | ||
| H: 02.07.2009 19:00 | R: 09.07.2009 20:00 | Sieger: Anorthosis Famagusta | ||||
| H | Slaven Belupo | - | Birkirkara FC | 1:0 (1:0) | ||
| R | Birkirkara FC | - | Slaven Belupo | 0:0 (0:0) | ||
| H: 02.07.2009 19:00 | R: 09.07.2009 18:30 | Sieger: Slaven Belupo | ||||
| H | Spartak Trnava | - | Inter Baku | 2:1 (2:0) | ||
| R | Inter Baku | - | Spartak Trnava | 1:3 (1:2) | ||
| H: 02.07.2009 19:00 | R: 09.07.2009 16:00 | Sieger: Spartak Trnava | ||||
| H | Randers FC | - | Linfield FC | 4:0 (1:0) | ||
| R | Linfield FC | - | Randers FC | 0:3 (0:1) | ||
| H: 02.07.2009 19:00 | R: 09.07.2009 20:45 | Sieger: Randers FC | ||||
| H | NSÍ Runavík | - | Rosenborg BK | 0:3 (0:1) | ||
| R | Rosenborg BK | - | NSÍ Runavík | 3:1 (1:1) | ||
| H: 02.07.2009 20:00 | R: 09.07.2009 19:00 | Sieger: Rosenborg BK | ||||
| H | Sligo Rovers | - | FK Vllaznia | 1:2 (0:0) | ||
| R | FK Vllaznia | - | Sligo Rovers | 1:1 (1:0) | ||
| H: 02.07.2009 20:00 | R: 09.07.2009 20:00 | Sieger: FK Vllaznia | ||||
| H | FK Budućnost Podgorica | - | Polonia Warszawa | 0:2 (0:0) | ||
| R | Polonia Warszawa | - | FK Budućnost Podgorica | 0:1 (0:0) | ||
| H: 02.07.2009 20:30 | R: 09.07.2009 20:30 | Sieger: Polonia Warszawa | ||||
| H | Lisburn Distillery | - | FC Zestafoni | 1:5 (0:4) | ||
| R | FC Zestafoni | - | Lisburn Distillery | 6:0 (4:0) | ||
| H: 02.07.2009 20:45 | R: 09.07.2009 15:00 | Sieger: FC Zestafoni | ||||
| H | Helsingborgs IF | - | Mika FC | 3:1 (0:0) | ||
| R | Mika FC | - | Helsingborgs IF | 1:1 (0:0) | ||
| H: 02.07.2009 20:45 | R: 09.07.2009 15:00 | Sieger: Helsingborgs IF | ||||
| H | Fram Reykjavík | - | The New Saints | 2:1 (1:1) | ||
| R | The New Saints | - | Fram Reykjavík | 1:2 (1:1) | ||
| H: 02.07.2009 21:00 | R: 09.07.2009 20:00 | Sieger: Fram Reykjavík | ||||
| H | Motherwell FC | - | Llanelli AFC | 0:1 (0:1) | ||
| R | Llanelli AFC | - | Motherwell FC | 0:3 (0:2) | ||
| H: 02.07.2009 21:05 | R: 09.07.2009 20:00 | Sieger: Motherwell FC | ||||
