| 3e tour | 07.01.2006 | Nuneaton Borough AFC | - | Middlesbrough FC | 1:1 |  |
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| 3e tour | 17.01.2006 | Middlesbrough FC | - | Nuneaton Borough AFC | 5:2 | ||||
| 4e tour | 28.01.2006 | Coventry City | - | Middlesbrough FC | 1:1 | ||||
| 4e tour | 08.02.2006 | Middlesbrough FC | - | Coventry City | 1:0 | ||||
| tour des 16 | 19.02.2006 | Preston North End | - | Middlesbrough FC | 0:2 | ||||
| Quarts de finale | 23.03.2006 | Charlton Athletic | - | Middlesbrough FC | 0:0 |
Espagne