*Anorthosis FC 7-1 UN Käerjéng
| 09.07.2009 | UN Käerjéng | 1-2 | Anorthosis FC | |
| 02.07.2009 | Anorthosis FC | 5-0 | UN Käerjéng | |
Banants Yerevan 1-2 Siroki Brijeg *
| 09.07.2009 | Siroki Brijeg | 0-1 | Banants Yerevan | |
| 02.07.2009 | Banants Yerevan | 0-2 | Siroki Brijeg | |
Simurq Zaqatala 0-4 Bnei Yehuda *
| 09.07.2009 | Bnei Yehuda | 3-0 | Simurq Zaqatala | |
| 02.07.2009 | Simurq Zaqatala | 0-1 | Bnei Yehuda | |
*Dinaburg FC 2-1 Nomme Kalju
| 09.07.2009 | Nomme Kalju | 0-0 | Dinaburg FC | |
| 02.07.2009 | Dinaburg FC | 2-1 | Nomme Kalju | |
*FC Lahti 4-3 Dinamo Tirana
| 09.07.2009 | Dinamo Tirana | 2-0 | FC Lahti | |
| 02.07.2009 | FC Lahti | 4-1 | Dinamo Tirana | |
Lisburn Distillery 1-11 FC Zestafoni *
| 09.07.2009 | FC Zestafoni | 6-0 | Lisburn Distillery | |
| 02.07.2009 | Lisburn Distillery | 1-5 | FC Zestafoni | |
FK Buducnost 1-2 Polonia Warszawa *
| 09.07.2009 | Polonia Warszawa | 0-1 | FK Buducnost | |
| 02.07.2009 | FK Buducnost | 0-2 | Polonia Warszawa | |
CS Grevenmacher 0-6 FK Vetra *
| 09.07.2009 | FK Vetra | 3-0 | CS Grevenmacher | |
| 02.07.2009 | CS Grevenmacher | 0-3 | FK Vetra | |
*Haladas 2-2 Irtysh Pavlodar
| 09.07.2009 | Irtysh Pavlodar | 2-1 | Haladas | |
| 02.07.2009 | Haladas | 1-0 | Irtysh Pavlodar | |
*Valletta FC 5-2 Keflavik IF
| 09.07.2009 | Keflavik IF | 2-2 | Valletta FC | |
| 02.07.2009 | Valletta FC | 3-0 | Keflavik IF | |
*Helsingborg 4-2 Mika FC
| 09.07.2009 | Mika FC | 1-1 | Helsingborg | |
| 02.07.2009 | Helsingborg | 3-1 | Mika FC | |
*Motherwell FC 3-1 Llanelli Town
| 09.07.2009 | Llanelli Town | 0-3 | Motherwell FC | |
| 02.07.2009 | Motherwell FC | 0-1 | Llanelli Town | |
Sutjeska Niksic 2-3 MTZ-RIPO *
| 09.07.2009 | MTZ-RIPO | 2-1 AET | Sutjeska Niksic | |
| 02.07.2009 | Sutjeska Niksic | 1-1 | MTZ-RIPO | |
*Olimpi Rustavi 4-0 B36 Torshavn
| 09.07.2009 | B36 Torshavn | 0-2 | Olimpi Rustavi | |
| 02.07.2009 | Olimpi Rustavi | 2-0 | B36 Torshavn | |
*Randers FC 7-0 Linfield Belfast
| 09.07.2009 | Linfield Belfast | 0-3 | Randers FC | |
| 02.07.2009 | Randers FC | 4-0 | Linfield Belfast | |
Dinamo Minsk 3-2 Renova *
| 09.07.2009 | Renova | 1-1 | Dinamo Minsk | |
| 02.07.2009 | Dinamo Minsk | 2-1 | Renova | |
NSI Runavik 1-6 Rosenborg BK *
| 09.07.2009 | Rosenborg BK | 3-1 | NSI Runavik | |
| 02.07.2009 | NSI Runavik | 0-3 | Rosenborg BK | |
*Slaven Belupo 1-0 Birkirkara FC
| 09.07.2009 | Birkirkara FC | 0-0 | Slaven Belupo | |
| 02.07.2009 | Slaven Belupo | 1-0 | Birkirkara FC | |
*Spartak Trnava 5-2 Inter Baku
| 09.07.2009 | Inter Baku | 1-3 | Spartak Trnava | |
| 02.07.2009 | Spartak Trnava | 2-1 | Inter Baku | |
*Fram Reykjavik 4-2 The New Saints
| 09.07.2009 | The New Saints | 1-2 | Fram Reykjavik | |
| 02.07.2009 | Fram Reykjavik | 2-1 | The New Saints | |
Trans Narva 1-6 Rudar Velenje *
| 09.07.2009 | Rudar Velenje | 3-1 | Trans Narva | |
| 02.07.2009 | Trans Narva | 0-3 | Rudar Velenje | |
Sligo Rovers 2-3 Vllaznia Shkodër *
| 09.07.2009 | Vllaznia Shkodër | 1-1 | Sligo Rovers | |
| 02.07.2009 | Sligo Rovers | 1-2 | Vllaznia Shkodër | |
*Zimbru Chisinau 3-2 FK Okzhetpes
| 09.07.2009 | FK Okzhetpes | 0-2 | Zimbru Chisinau | |
| 02.07.2009 | Zimbru Chisinau | 1-2 | FK Okzhetpes | |