| 23. Ronde | 28.12.2008 | Darlington FC | - | Chesterfield FC | 0:0 | ||||
| 24. Ronde | 03.01.2009 | Darlington FC | - | AFC Bournemouth | 2:1 |  |
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| 26. Ronde | 17.01.2009 | Darlington FC | - | Luton Town | 5:1 | ||||
| 27. Ronde | 24.01.2009 | Shrewsbury Town | - | Darlington FC | 1:0 | ||||
| 28. Ronde | 27.01.2009 | Darlington FC | - | Rotherham United | 1:0 | ||||
| 29. Ronde | 31.01.2009 | Dagenham & Redbridge | - | Darlington FC | 0:1 | |
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| 30. Ronde | 17.02.2009 | Bradford City | - | Darlington FC | 0:0 | ||||
| 19. Ronde | 24.02.2009 | Darlington FC | - | Rochdale AFC | 1:2 | |
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| 34. Ronde | 28.02.2009 | Exeter City | - | Darlington FC | 2:0 | ||||
| 25. Ronde | 24.03.2009 | Accrington Stanley | - | Darlington FC | 1:0 | ||||
| 40. Ronde | 28.03.2009 | Barnet FC | - | Darlington FC | 0:1 | |
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| 41. Ronde | 04.04.2009 | Darlington FC | - | Morecambe FC | 0:0 | ||||
| 31. Ronde | 07.04.2009 | Darlington FC | - | Wycombe Wanderers | 1:2 | ||||
| 42. Ronde | 11.04.2009 | Chesterfield FC | - | Darlington FC | 0:0 | ||||
| 43. Ronde | 13.04.2009 | Darlington FC | - | Bury FC | 2:2 | |
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| 44. Ronde | 18.04.2009 | Rochdale AFC | - | Darlington FC | 0:2 | ||||
| 45. Ronde | 25.04.2009 | Darlington FC | - | Brentford FC | 1:3 | |
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| 46. Ronde | 02.05.2009 | Chester City | - | Darlington FC | 1:2 | |
Engeland