| 15. Jornada | 01.11.2008 | Grimsby Town | - | Darlington FC | 1:2 | ||||
| 16. Jornada | 15.11.2008 | Darlington FC | - | Lincoln City | 2:0 |  |
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| 17. Jornada | 22.11.2008 | Brentford FC | - | Darlington FC | 1:1 | |
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| 18. Jornada | 25.11.2008 | Darlington FC | - | Chester City | 1:2 | ||||
| 20. Jornada | 13.12.2008 | Morecambe FC | - | Darlington FC | 1:0 | |
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| 21. Jornada | 20.12.2008 | Darlington FC | - | Barnet FC | 2:2 | ||||
| 22. Jornada | 26.12.2008 | Bury FC | - | Darlington FC | 2:2 | |
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| 23. Jornada | 28.12.2008 | Darlington FC | - | Chesterfield FC | 0:0 | |
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| 24. Jornada | 03.01.2009 | Darlington FC | - | Bournemouth | 2:1 |
Irlanda