| 1. Round | 31/08/2008 | Deportivo La Coruña | - | Real Madrid | 2:1 | ||||
| 2. Round | 14/09/2008 | Real Madrid | - | CD Numancia | 4:3 | ||||
| 3. Round | 21/09/2008 | Racing Santander | - | Real Madrid | 0:2 | ||||
| 4. Round | 24/09/2008 | Real Madrid | - | Sporting Gijón | 7:1 | ||||
| 5. Round | 27/09/2008 | Real Betis | - | Real Madrid | 1:2 | ||||
| 6. Round | 05/10/2008 | Real Madrid | - | Espanyol Barcelona | 2:2 |  |
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| 8. Round | 26/10/2008 | Real Madrid | - | Athletic Club | 3:2 | ||||
| 9. Round | 02/11/2008 | UD Almería | - | Real Madrid | 1:1 | ||||
| 10. Round | 08/11/2008 | Real Madrid | - | Málaga CF | 4:3 |
Mali