| 1. Round | 08/08/2009 | Shrewsbury Town | - | Burton Albion | 3:1 |  |
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| 2. Round | 15/08/2009 | Barnet FC | - | Shrewsbury Town | 2:2 | ||||
| 3. Round | 18/08/2009 | Dagenham & Redbridge | - | Shrewsbury Town | 5:0 | ||||
| 4. Round | 22/08/2009 | Shrewsbury Town | - | Chesterfield FC | 1:1 | ||||
| 5. Round | 29/08/2009 | Accrington Stanley | - | Shrewsbury Town | 1:3 | ||||
| 6. Round | 05/09/2009 | Shrewsbury Town | - | Bradford City | 1:2 | ||||
| 7. Round | 12/09/2009 | Shrewsbury Town | - | Crewe Alexandra | 2:0 | |
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| 8. Round | 19/09/2009 | Lincoln City | - | Shrewsbury Town | 0:2 |  |
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| 9. Round | 26/09/2009 | Shrewsbury Town | - | Northampton Town | 3:0 | |
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| 10. Round | 29/09/2009 | Cheltenham Town | - | Shrewsbury Town | 1:2 | |
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| 11. Round | 03/10/2009 | Morecambe FC | - | Shrewsbury Town | 1:1 | |
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| 13. Round | 17/10/2009 | Darlington FC | - | Shrewsbury Town | 2:1 | |
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| 15. Round | 31/10/2009 | Notts County | - | Shrewsbury Town | 1:1 | |
England