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| 1st(1st leg) | IF Elfsborg | - | FK Rīga | 1:0 (1:0) | ||
| 2nd (2nd leg) | FK Rīga | - | IF Elfsborg | 0:0 (0:0) | ||
| 1st(1st leg): 19/07/2008 14:30 | 2nd (2nd leg): 27/07/2008 16:00 | Winner: IF Elfsborg | ||||
| 1st(1st leg) | FK Saturn | - | VfB Stuttgart | 1:0 (1:0) | ||
| 2nd (2nd leg) | VfB Stuttgart | - | FK Saturn | 3:0 (0:0, 1:0) aet | ||
| 1st(1st leg): 19/07/2008 15:00 | 2nd (2nd leg): 27/07/2008 17:00 | Winner: VfB Stuttgart | ||||
| 1st(1st leg) | Grasshopper Club Zürich | - | PSFC Chernomorets | 3:0 (2:0) | ||
| 2nd (2nd leg) | PSFC Chernomorets | - | Grasshopper Club Zürich | 0:1 (0:0) | ||
| 1st(1st leg): 19/07/2008 16:45 | 2nd (2nd leg): 26/07/2008 18:45 | Winner: Grasshopper Club Zürich | ||||
| 1st(1st leg) | Neftçi PFK | - | FC Vaslui | 2:1 (1:1) | ||
| 2nd (2nd leg) | FC Vaslui | - | Neftçi PFK | 2:0 (2:0) | ||
| 1st(1st leg): 19/07/2008 17:00 | 2nd (2nd leg): 26/07/2008 18:30 | Winner: FC Vaslui | ||||
| 1st(1st leg) | Sturm Graz | - | Budapest Honvéd | 0:0 (0:0) | ||
| 2nd (2nd leg) | Budapest Honvéd | - | Sturm Graz | 1:2 (1:0) | ||
| 1st(1st leg): 19/07/2008 17:00 | 2nd (2nd leg): 26/07/2008 19:00 | Winner: Sturm Graz | ||||
| 1st(1st leg) | Bnei Sachnin FC | - | Deportivo La Coruña | 1:2 (0:0) | ||
| 2nd (2nd leg) | Deportivo La Coruña | - | Bnei Sachnin FC | 1:0 (1:0) | ||
| 1st(1st leg): 19/07/2008 18:00 | 2nd (2nd leg): 26/07/2008 20:00 | Winner: Deportivo La Coruña | ||||
| 1st(1st leg) | Stade Rennais | - | Tavriya Simferopol (1958-2014) | 1:0 (0:0) | ||
| 2nd (2nd leg) | Tavriya Simferopol (1958-2014) | - | Stade Rennais | 9:10 (0:0, 1:0, 1:0) pso | ||
| 1st(1st leg): 19/07/2008 18:00 | 2nd (2nd leg): 26/07/2008 17:00 | Winner: Stade Rennais | ||||
| 1st(1st leg) | NAC Breda | - | Rosenborg BK | 1:0 (1:0) | ||
| 2nd (2nd leg) | Rosenborg BK | - | NAC Breda | 2:0 (1:0) | ||
| 1st(1st leg): 19/07/2008 18:30 | 2nd (2nd leg): 27/07/2008 14:45 | Winner: Rosenborg BK | ||||
| 1st(1st leg) | Odense BK | - | Aston Villa | 2:2 (1:1) | ||
| 2nd (2nd leg) | Aston Villa | - | Odense BK | 1:0 (0:0) | ||
| 1st(1st leg): 19/07/2008 19:05 | 2nd (2nd leg): 26/07/2008 17:15 | Winner: Aston Villa | ||||
| 1st(1st leg) | Panionios GSS | - | SSC Napoli | 0:1 (0:1) | ||
| 2nd (2nd leg) | SSC Napoli | - | Panionios GSS | 1:0 (0:0) | ||
| 1st(1st leg): 20/07/2008 17:00 | 2nd (2nd leg): 26/07/2008 20:00 | Winner: SSC Napoli | ||||
| 1st(1st leg) | Sivasspor | - | Sporting Braga | 0:2 (0:1) | ||
| 2nd (2nd leg) | Sporting Braga | - | Sivasspor | 3:0 (1:0) | ||
| 1st(1st leg): 20/07/2008 17:00 | 2nd (2nd leg): 26/07/2008 19:00 | Winner: Sporting Braga | ||||
