| Thursday 2nd July 2009 | |||
| 1st Leg | |||
| Anorthosis Famagusta | 5-0 | UN Kaerjeng 97 | |
| Banants Yerevan | 0-2 | NK Siroki Brijeg | |
| Buducnost Podgorica | 0-2 | Polonia Warsaw | |
| Dinaburg | 2-1 | Nomme Kalju | |
| Dinamo Minsk | 2-1 | Renova | |
| FC Lahti | 4-1 | Dinamo Tirana | |
| Fram Reykjavik | 2-1 | The New Saints | |
| Grevenmacher | 0-3 | FK Vetra | |
| Helsingborgs | 3-1 | Mika Ashtarak | |
| Lisburn Distillery | 1-5 | Zestafoni | |
| Motherwell | 0-1 | Llanelli | |
| NK Slaven Koprivnica | 1-0 | Birkirkara | |
| NSI Runavik | 0-3 | Rosenborg | |
| Olimpi Rustavi | 2-0 | B36 Torshavn | |
| Randers | 4-0 | Linfield | |
| Simurq | 0-1 | Bnei Yehuda | |
| Sligo Rovers | 1-2 | Vllaznia Shkoder | |
| Spartak Trnava | 2-1 | Inter Baku | |
| Sutjeska Niksic | 1-1 | MTZ-RIPO Minsk | |
| Szombathelyi Haladas | 1-0 | Irtysh Pavlodar | |
| Trans Narva | 0-3 | NK Rudar Velenje | |
| Valletta | 3-0 | Keflavik | |
| Zimbru Chisinau | 1-2 | Okzhetpes Kokshetau | |
| Thursday 9th July 2009 | |||
| 2nd Leg | |||
| B36 Torshavn | 0-2 | Olimpi Rustavi | (0-4) |
| Birkirkara | 0-0 | NK Slaven Koprivnica | (0-1) |
| Bnei Yehuda | 3-0 | Simurq | (4-0) |
| Dinamo Tirana | 2-0 | FC Lahti | (3-4) |
| FK Vetra | 3-0 | Grevenmacher | (6-0) |
| Inter Baku | 1-3 | Spartak Trnava | (2-5) |
| Irtysh Pavlodar | 2-1 | Szombathelyi Haladas | (2-2) |
| (Szombathelyi Haladas won on away goals) | |||
| Keflavik | 2-2 | Valletta | (2-5) |
| Linfield | 0-3 | Randers | (0-7) |
| Llanelli | 0-3 | Motherwell | (1-3) |
| Mika Ashtarak | 1-1 | Helsingborgs | (2-4) |
| MTZ-RIPO Minsk | 2-1 | Sutjeska Niksic | aet (3-2) |
| NK Rudar Velenje | 3-1 | Trans Narva | (6-1) |
| NK Siroki Brijeg | 0-1 | Banants Yerevan | (2-1) |
| Nomme Kalju | 0-0 | Dinaburg | (1-2) |
| Okzhetpes Kokshetau | 0-2 | Zimbru Chisinau | (2-3) |
| Polonia Warsaw | 0-1 | Buducnost Podgorica | (2-1) |
| Renova | 1-1 | Dinamo Minsk | (2-3) |
| Rosenborg | 3-1 | NSI Runavik | (6-1) |
| The New Saints | 1-2 | Fram Reykjavik | (2-4) |
| UN Kaerjeng 97 | 1-2 | Anorthosis Famagusta | (1-7) |
| Vllaznia Shkoder | 1-1 | Sligo Rovers | (3-2) |
| Zestafoni | 6-0 | Lisburn Distillery | (11-1) |
July 2009
| Jul | Aug | Sep | Oct | Nov | Dec |
| Jan | Feb | Mar | Apr | May | Jun |
| Mo | Tu | We | Th | Fr | Sa | Su |
| 1 | 2 | 3 | 4 | 5 | ||
| 6 | 7 | 8 | 9 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | 30 | 31 |
- Final
- Semi-Final
- Quarter-Final
- Third Round
- Second Round
- First Round Group A
- First Round Group B
- First Round Group C
- First Round Group D
- First Round Group E
- First Round Group F
- First Round Group G
- First Round Group H
- First Round Group I
- First Round Group J
- First Round Group K
- First Round Group L
- Qualifying Play-Off
- Third Qualifying Round
- Second Qualifying Round
- First Qualifying Round
