| 4. Round | 29/10/2008 | Hércules CF | - | Real Valladolid | 1:5 |  |
 |
||
| 4. Round | 12/11/2008 | Real Valladolid | - | Hércules CF | 2:2 | ||||
| Round of 16 | 07/01/2009 | Sporting Gijón | - | Real Valladolid | 3:1 | ||||
| Round of 16 | 14/01/2009 | Real Valladolid | - | Sporting Gijón | 2:1 |
| 4. Round | 29/10/2008 | Hércules CF | - | Real Valladolid | 1:5 | |
|
||
| 4. Round | 12/11/2008 | Real Valladolid | - | Hércules CF | 2:2 | ||||
| Round of 16 | 07/01/2009 | Sporting Gijón | - | Real Valladolid | 3:1 | ||||
| Round of 16 | 14/01/2009 | Real Valladolid | - | Sporting Gijón | 2:1 |
| Damián Ariel Escudero | |
| Born: | 20.04.1987 |
| Place of birth: |
Rosario, 
Argentina |
| Nationality: |
Argentina
|
| Height: | 176 cm |
| Weight: | 74 kg |
| Position(s): | Right Winger Left Winger |
| Foot: | left |