| 1. Jornada | 08.08.2009 | Torquay United | - | Chesterfield FC | 2:0 | ||||
| 4. Jornada | 22.08.2009 | Shrewsbury Town | - | Chesterfield FC | 1:1 | ||||
| 9. Jornada | 26.09.2009 | Bradford City | - | Chesterfield FC | 3:0 | ||||
| 27. Jornada | 16.01.2010 | Chesterfield FC | - | Torquay United | 1:0 | ||||
| 26. Jornada | 23.01.2010 | Northampton Town | - | Chesterfield FC | 0:0 | ||||
| 29. Jornada | 30.01.2010 | Morecambe FC | - | Chesterfield FC | 0:1 |  |
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| 30. Jornada | 06.02.2010 | Chesterfield FC | - | Lincoln City | 2:1 | ||||
| 42. Jornada | 13.04.2010 | Grimsby Town | - | Chesterfield FC | 2:2 | ||||
| 43. Jornada | 17.04.2010 | Macclesfield Town | - | Chesterfield FC | 2:0 |
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