| 3. Round | 07/01/2006 | Nuneaton Borough AFC | - | Middlesbrough FC | 1:1 | ||||
| 3. Round | 17/01/2006 | Middlesbrough FC | - | Nuneaton Borough AFC | 5:2 |  |
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| 4. Round | 28/01/2006 | Coventry City | - | Middlesbrough FC | 1:1 | ||||
| Quarter-finals | 23/03/2006 | Charlton Athletic | - | Middlesbrough FC | 0:0 | ||||
| Quarter-finals | 12/04/2006 | Middlesbrough FC | - | Charlton Athletic | 4:2 | |
Australia
Croatia