| 32. Journée | 14.02.2009 | Shrewsbury Town | - | Chesterfield FC | 2:1 | ||||
| 36. Journée | 07.03.2009 | Wycombe Wanderers | - | Chesterfield FC | 1:1 | ||||
| 37. Journée | 11.03.2009 | Chesterfield FC | - | Grimsby Town | 2:1 | ||||
| 38. Journée | 14.03.2009 | Chesterfield FC | - | Dagenham & Redbridge | 1:1 | ||||
| 24. Journée | 17.03.2009 | Brentford FC | - | Chesterfield FC | 0:1 | ||||
| 39. Journée | 21.03.2009 | Rotherham United | - | Chesterfield FC | 3:0 | ||||
| 25. Journée | 25.03.2009 | Chesterfield FC | - | Rochdale AFC | 3:0 | ||||
| 40. Journée | 28.03.2009 | Chesterfield FC | - | Port Vale FC | 2:1 | ||||
| 30. Journée | 31.03.2009 | Aldershot Town | - | Chesterfield FC | 1:1 | ||||
| 41. Journée | 04.04.2009 | Macclesfield Town | - | Chesterfield FC | 1:1 | ||||
| 31. Journée | 07.04.2009 | Chesterfield FC | - | Lincoln City | 1:1 | ||||
| 42. Journée | 11.04.2009 | Chesterfield FC | - | Darlington FC | 0:0 | ||||
| 43. Journée | 13.04.2009 | Luton Town | - | Chesterfield FC | 0:0 | ||||
| 44. Journée | 18.04.2009 | Chesterfield FC | - | Gillingham FC | 0:1 | ||||
| 45. Journée | 25.04.2009 | Accrington Stanley | - | Chesterfield FC | 1:0 | ||||
| 46. Journée | 02.05.2009 | Chesterfield FC | - | Bradford City | 0:2 |
Angleterre