| 3. Journée | 23.08.2008 | Accrington Stanley | - | Macclesfield Town | 2:0 | ||||
| 10. Journée | 11.10.2008 | Macclesfield Town | - | Aldershot Town | 4:2 | ||||
| 11. Journée | 18.10.2008 | Notts County | - | Macclesfield Town | 1:1 | ||||
| 12. Journée | 21.10.2008 | Macclesfield Town | - | Lincoln City | 1:2 | ||||
| 25. Journée | 25.02.2009 | Macclesfield Town | - | Port Vale FC | 0:2 | ||||
| 34. Journée | 28.02.2009 | Macclesfield Town | - | Shrewsbury Town | 3:0 |  |
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| 35. Journée | 03.03.2009 | Bradford City | - | Macclesfield Town | 1:0 | ||||
| 36. Journée | 07.03.2009 | Darlington FC | - | Macclesfield Town | 1:2 | ||||
| 37. Journée | 10.03.2009 | Macclesfield Town | - | Accrington Stanley | 0:2 | |
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| 38. Journée | 14.03.2009 | Macclesfield Town | - | AFC Bournemouth | 0:2 | |
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| 39. Journée | 21.03.2009 | Luton Town | - | Macclesfield Town | 1:0 | ||||
| 40. Journée | 28.03.2009 | Dagenham & Redbridge | - | Macclesfield Town | 2:1 | ||||
| 30. Journée | 31.03.2009 | Lincoln City | - | Macclesfield Town | 1:0 | |
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| 41. Journée | 04.04.2009 | Macclesfield Town | - | Chesterfield FC | 1:1 | ||||
| 45. Journée | 25.04.2009 | Macclesfield Town | - | Barnet FC | 2:1 | ||||
| 46. Journée | 02.05.2009 | Grimsby Town | - | Macclesfield Town | 0:0 |
Angleterre