| 30. Round | 06/02/2010 | Chesterfield FC | - | Lincoln City | 2:1 |  |
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| 28. Round | 09/03/2010 | Notts County | - | Chesterfield FC | 1:0 | ||||
| 36. Round | 13/03/2010 | Chesterfield FC | - | Port Vale FC | 0:5 | ||||
| 37. Round | 20/03/2010 | Burton Albion | - | Chesterfield FC | 2:2 | ||||
| 40. Round | 05/04/2010 | Barnet FC | - | Chesterfield FC | 3:1 | ||||
| 41. Round | 10/04/2010 | Chesterfield FC | - | Dagenham & Redbridge | 2:2 | ||||
| 42. Round | 13/04/2010 | Grimsby Town | - | Chesterfield FC | 2:2 | |
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| 43. Round | 17/04/2010 | Macclesfield Town | - | Chesterfield FC | 2:0 | |
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| 45. Round | 01/05/2010 | Accrington Stanley | - | Chesterfield FC | 2:0 |
England