| 1. Round | 09/08/2008 | Queens Park Rangers | - | Barnsley FC | 2:1 | ||||
| 2. Round | 16/08/2008 | Barnsley FC | - | Coventry City | 1:2 |  |
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| 3. Round | 23/08/2008 | Birmingham City | - | Barnsley FC | 2:0 | |
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| 4. Round | 30/08/2008 | Barnsley FC | - | Derby County | 2:0 | |
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| 5. Round | 13/09/2008 | Blackpool FC | - | Barnsley FC | 1:0 | ||||
| 6. Round | 16/09/2008 | Barnsley FC | - | Cardiff City | 0:1 | |
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| 7. Round | 20/09/2008 | Southampton FC | - | Barnsley FC | 0:0 |
England
Scotland