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| U | Benidorm CD | - | FC Barcelona | 0:1 (0:0) | ||
| R | FC Barcelona | - | Benidorm CD | 1:0 (0:0) | ||
| U: 28.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: FC Barcelona | ||||
| U | Club Portugalete | - | Valencia CF | 1:4 (0:2) | ||
| R | Valencia CF | - | Club Portugalete | 3:0 (1:0) | ||
| U: 29.10.2008 20:30 | R: 12.11.2008 21:00 | Winnaars: Valencia CF | ||||
| U | Polideportivo Ejido | - | Villarreal CF | 5:0 (2:0) | ||
| R | Villarreal CF | - | Polideportivo Ejido | 1:1 (0:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 20:00 | Winnaars: Polideportivo Ejido | ||||
| U | Orihuela CF | - | Atlético Madrid | 0:1 (0:1) | ||
| R | Atlético Madrid | - | Orihuela CF | 0:0 (0:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: Atlético Madrid | ||||
| U | SD Ponferradina | - | Sevilla FC | 1:0 (0:0) | ||
| R | Sevilla FC | - | SD Ponferradina | 4:0 (1:0) | ||
| U: 29.10.2008 21:00 | R: 13.11.2008 21:30 | Winnaars: Sevilla FC | ||||
| U | Elche CF | - | Deportivo La Coruña | 0:2 (0:1) | ||
| R | Deportivo La Coruña | - | Elche CF | 2:0 (0:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: Deportivo La Coruña | ||||
| U | Real Murcia | - | Racing Santander | 2:1 (0:1) | ||
| R | Racing Santander | - | Real Murcia | 2:0 (1:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: Racing Santander | ||||
| U | Celta de Vigo | - | Espanyol | 2:2 (1:2) | ||
| R | Espanyol | - | Celta de Vigo | 3:0 (2:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 20:00 | Winnaars: Espanyol | ||||
| U | Rayo Vallecano | - | UD Almería | 1:2 (0:2) | ||
| R | UD Almería | - | Rayo Vallecano | 3:0 (0:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: UD Almería | ||||
| U | Hércules CF | - | Real Valladolid | 1:5 (0:1) | ||
| R | Real Valladolid | - | Hércules CF | 2:2 (0:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 20:00 | Winnaars: Real Valladolid | ||||
| U | CD Castellón | - | Real Betis | 0:2 (0:0) | ||
| R | Real Betis | - | CD Castellón | 2:0 (0:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: Real Betis | ||||
| U | Athletic Club | - | Recreativo Huelva | 2:0 (2:0) | ||
| R | Recreativo Huelva | - | Athletic Club | 2:1 (2:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: Athletic Club | ||||
| U | CD Numancia | - | Sporting Gijón | 0:1 (0:1) | ||
| R | Sporting Gijón | - | CD Numancia | 2:0 (1:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: Sporting Gijón | ||||
| U | Málaga CF | - | RCD Mallorca | 1:1 (1:0) | ||
| R | RCD Mallorca | - | Málaga CF | 2:0 (1:0) | ||
| U: 29.10.2008 21:00 | R: 12.11.2008 21:00 | Winnaars: RCD Mallorca | ||||
| U | Getafe CF | - | CA Osasuna | 0:0 (0:0) | ||
| R | CA Osasuna | - | Getafe CF | 1:0 (1:0) | ||
| U: 29.10.2008 22:00 | R: 13.11.2008 21:00 | Winnaars: CA Osasuna | ||||
| U | Real Unión | - | Real Madrid | 3:2 (2:1) | ||
| R | Real Madrid | - | Real Unión | 4:3 (1:1) | ||
| U: 30.10.2008 21:00 | R: 11.11.2008 21:00 | Winnaars: Real Unión | ||||
