| Tercera ronda | 23.09.2008 | Manchester United | - | Middlesbrough | 3:1 | ||||
| Octavos de final | 11.11.2008 | Manchester United | - | Queens Park Rangers | 1:0 | ||||
| Cuartos de final | 03.12.2008 | Manchester United | - | Blackburn Rovers | 5:3 | ||||
| Semifinales | 07.01.2009 | Derby County | - | Manchester United | 1:0 | ||||
| Semifinales | 20.01.2009 | Manchester United | - | Derby County | 4:2 |  |
|||
| Final | 01.03.2009 | Manchester United | - | Tottenham Hotspur | 4:1 pn. |  |
Irlanda