| Tercera ronda | 03.01.2009 | Coventry City | - | Kidderminster Harriers | 2:0 | ||||
| Cuarta Ronda | 24.01.2009 | Torquay United | - | Coventry City | 0:1 | ||||
| Octavos de final | 14.02.2009 | Blackburn Rovers | - | Coventry City | 2:2 |  |
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| Octavos de final | 24.02.2009 | Coventry City | - | Blackburn Rovers | 1:0 | ||||
| Cuartos de final | 07.03.2009 | Coventry City | - | Chelsea | 0:2 |
Irlanda