| 1. Jornada | 08.08.2009 | Torquay United | - | Chesterfield FC | 2:0 | ||||
| 3. Jornada | 19.08.2009 | Chesterfield FC | - | Notts County | 2:1 | ||||
| 4. Jornada | 22.08.2009 | Shrewsbury Town | - | Chesterfield FC | 1:1 | ||||
| 10. Jornada | 30.09.2009 | Chesterfield FC | - | Grimsby Town | 3:2 | ||||
| 12. Jornada | 10.10.2009 | Bournemouth | - | Chesterfield FC | 1:2 |  |
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| 13. Jornada | 17.10.2009 | Hereford United | - | Chesterfield FC | 1:0 | ||||
| 14. Jornada | 24.10.2009 | Chesterfield FC | - | Burton Albion | 5:2 | ||||
| 42. Jornada | 13.04.2010 | Grimsby Town | - | Chesterfield FC | 2:2 | ||||
| 43. Jornada | 17.04.2010 | Macclesfield Town | - | Chesterfield FC | 2:0 | ||||
| 46. Jornada | 08.05.2010 | Chesterfield FC | - | Bournemouth | 2:1 |
Inglaterra