| Tercera ronda | 07.01.2006 | Nuneaton Borough AFC | - | Middlesbrough | 1:1 | ||||
| Tercera ronda | 17.01.2006 | Middlesbrough | - | Nuneaton Borough AFC | 5:2 |  |
|||
| Cuarta Ronda | 28.01.2006 | Coventry City | - | Middlesbrough | 1:1 | ||||
| Cuarta Ronda | 08.02.2006 | Middlesbrough | - | Coventry City | 1:0 |  |
|||
| Octavos de final | 19.02.2006 | Preston North End | - | Middlesbrough | 0:2 | |
|||
| Cuartos de final | 23.03.2006 | Charlton Athletic | - | Middlesbrough | 0:0 | ||||
| Semifinales | 23.04.2006 | Middlesbrough | - | West Ham United | 0:1 |
Nigeria