| Tuesday 18th August 2009 | |||
| 1st Leg | |||
| Celtic | 0-2 | Arsenal | |
| FC Copenhagen | 1-0 | Apoel Nicosia | |
| Sheriff Tiraspol | 0-2 | Olympiakos | |
| Sporting Lisbon | 2-2 | Fiorentina | |
| Timisoara | 0-2 | VfB Stuttgart | |
| Wednesday 19th August 2009 | |||
| 1st Leg | |||
| FK Ventspils | 0-3 | FC Zurich | |
| Levski Sofia | 1-2 | Debreceni VSC | |
| Lyon | 5-1 | Anderlecht | |
| Panathinaikos | 2-3 | Atletico Madrid | |
| Salzburg | 1-2 | Maccabi Haifa | |
| Tuesday 25th August 2009 | |||
| 2nd Leg | |||
| Anderlecht | 1-3 | Lyon | (2-8) |
| Atletico Madrid | 2-0 | Panathinaikos | (5-2) |
| Debreceni VSC | 2-0 | Levski Sofia | (4-1) |
| FC Zurich | 2-1 | FK Ventspils | (5-1) |
| Maccabi Haifa | 3-0 | Salzburg | (5-1) |
| Wednesday 26th August 2009 | |||
| 2nd Leg | |||
| Apoel Nicosia | 3-1 | FC Copenhagen | (3-2) |
| Arsenal | 3-1 | Celtic | (5-1) |
| Fiorentina | 1-1 | Sporting Lisbon | (3-3) |
| (Fiorentina won on away goals) | |||
| Olympiakos | 1-0 | Sheriff Tiraspol | (3-0) |
| VfB Stuttgart | 0-0 | Timisoara | (2-0) |









