28. Round | 28/01/2009 | Chesterfield FC | - | Exeter City | 2:1 | ||||
29. Round | 31/01/2009 | Notts County | - | Chesterfield FC | 0:1 | ||||
33. Round | 20/02/2009 | Chesterfield FC | - | AFC Bournemouth | 1:0 | ||||
34. Round | 28/02/2009 | Chesterfield FC | - | Barnet FC | 1:1 | ||||
35. Round | 03/03/2009 | Bury FC | - | Chesterfield FC | 1:2 | ||||
36. Round | 07/03/2009 | Wycombe Wanderers | - | Chesterfield FC | 1:1 | ||||
37. Round | 11/03/2009 | Chesterfield FC | - | Grimsby Town | 2:1 | ||||
38. Round | 14/03/2009 | Chesterfield FC | - | Dagenham & Redbridge | 1:1 | ||||
24. Round | 17/03/2009 | Brentford FC | - | Chesterfield FC | 0:1 | ||||
39. Round | 21/03/2009 | Rotherham United | - | Chesterfield FC | 3:0 | ||||
40. Round | 28/03/2009 | Chesterfield FC | - | Port Vale FC | 2:1 | ||||
30. Round | 31/03/2009 | Aldershot Town | - | Chesterfield FC | 1:1 | ||||
41. Round | 04/04/2009 | Macclesfield Town | - | Chesterfield FC | 1:1 | ||||
31. Round | 07/04/2009 | Chesterfield FC | - | Lincoln City | 1:1 | ||||
44. Round | 18/04/2009 | Chesterfield FC | - | Gillingham FC | 0:1 | ||||
45. Round | 25/04/2009 | Accrington Stanley | - | Chesterfield FC | 1:0 | ||||
46. Round | 02/05/2009 | Chesterfield FC | - | Bradford City | 0:2 |