| 1. Round | 08/08/2009 | Oldham Athletic | - | Stockport County | 0:0 |  |
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| 2. Round | 15/08/2009 | Stockport County | - | Bristol Rovers | 0:2 | ||||
| 3. Round | 18/08/2009 | Stockport County | - | Carlisle United | 1:2 | |
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| 4. Round | 22/08/2009 | Brighton & Hove Albion | - | Stockport County | 2:4 | ||||
| 5. Round | 29/08/2009 | Stockport County | - | Southampton FC | 1:1 | ||||
| 6. Round | 05/09/2009 | Leeds United | - | Stockport County | 2:0 | ||||
| 7. Round | 12/09/2009 | Yeovil Town | - | Stockport County | 2:2 |
England