| 3. Round | 03/01/2009 | Chelsea FC | - | Southend United | 1:1 | ||||
| 3. Round | 14/01/2009 | Southend United | - | Chelsea FC | 1:4 | ||||
| Quarter-finals | 07/03/2009 | Coventry City | - | Chelsea FC | 0:2 |
| 3. Round | 03/01/2009 | Chelsea FC | - | Southend United | 1:1 | ||||
| 3. Round | 14/01/2009 | Southend United | - | Chelsea FC | 1:4 | ||||
| Quarter-finals | 07/03/2009 | Coventry City | - | Chelsea FC | 0:2 |
| Franco Matías Di Santo | |
| Born: | 07.04.1989 |
| Place of birth: |
Mendoza, 
Argentina |
| Nationality: |
Argentina
Italy |
| Height: | 193 cm |
| Weight: | 88 kg |
| Position(s): | Centre Forward |
| size of shoe: | 44 |
| Foot: | right |
