| Primera etapa | 12.08.2008 | Derby County | - | Lincoln City | 3:1 pró. | ||||
| Segunda etapa | 26.08.2008 | Preston North End | - | Derby County | 0:1 | ||||
| Tercera ronda | 04.11.2008 | Brighton & Hove Albion | - | Derby County | 1:4 | ||||
| Octavos de final | 11.11.2008 | Derby County | - | Leeds United | 2:1 | ||||
| Cuartos de final | 02.12.2008 | Stoke City | - | Derby County | 0:1 | ||||
| Semifinales | 07.01.2009 | Derby County | - | Manchester United | 1:0 | ||||
| Semifinales | 20.01.2009 | Manchester United | - | Derby County | 4:2 |  |
Irlanda del Norte