| 13. Round | 17/10/2009 | Darlington FC | - | Shrewsbury Town | 2:1 |  |
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| 14. Round | 24/10/2009 | Barnet FC | - | Darlington FC | 3:0 | ||||
| 15. Round | 31/10/2009 | Hereford United | - | Darlington FC | 2:1 | ||||
| 16. Round | 14/11/2009 | Darlington FC | - | Burton Albion | 1:0 |  |
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| 17. Round | 21/11/2009 | Chesterfield FC | - | Darlington FC | 5:2 | |
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| 18. Round | 24/11/2009 | Darlington FC | - | Morecambe FC | 0:4 | ||||
| 19. Round | 01/12/2009 | Notts County | - | Darlington FC | 4:0 |
England