| 4. Round | 22/08/2009 | Brighton & Hove Albion | - | Stockport County | 2:4 |  |
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| 6. Round | 05/09/2009 | Leeds United | - | Stockport County | 2:0 | ||||
| 7. Round | 12/09/2009 | Yeovil Town | - | Stockport County | 2:2 | ||||
| 8. Round | 19/09/2009 | Stockport County | - | Leyton Orient | 2:1 | ||||
| 9. Round | 26/09/2009 | Huddersfield Town | - | Stockport County | 0:0 |  |
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| 10. Round | 29/09/2009 | Stockport County | - | Hartlepool United | 2:2 | ||||
| 11. Round | 03/10/2009 | Stockport County | - | Southend United | 0:2 | |
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| 12. Round | 12/10/2009 | Tranmere Rovers | - | Stockport County | 0:1 | ||||
| 13. Round | 17/10/2009 | Stockport County | - | Millwall FC | 0:4 | ||||
| 14. Round | 24/10/2009 | Brentford FC | - | Stockport County | 2:0 | ||||
| 15. Round | 31/10/2009 | Stockport County | - | Norwich City | 1:3 | |
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| 16. Round | 14/11/2009 | Walsall FC | - | Stockport County | 2:0 | ||||
| 18. Round | 24/11/2009 | Colchester United | - | Stockport County | 2:0 | ||||
| 20. Round | 05/12/2009 | Wycombe Wanderers | - | Stockport County | 2:1 | ||||
| 21. Round | 12/12/2009 | Stockport County | - | Charlton Athletic | 1:2 |
England
