| 3. Round | 23/09/2008 | Manchester United | - | Middlesbrough FC | 3:1 | ||||
| Round of 16 | 11/11/2008 | Manchester United | - | Queens Park Rangers | 1:0 | ||||
| Quarter-finals | 03/12/2008 | Manchester United | - | Blackburn Rovers | 5:3 | ||||
| Semi-finals | 07/01/2009 | Derby County | - | Manchester United | 1:0 | ||||
| Semi-finals | 20/01/2009 | Manchester United | - | Derby County | 4:2 | ||||
| Final | 01/03/2009 | Manchester United | - | Tottenham Hotspur | 4:1 pso |
Northern Ireland
