| 16. Journée | 14.11.2009 | Rochdale AFC | - | Chesterfield FC | 2:3 | ||||
| 17. Journée | 21.11.2009 | Chesterfield FC | - | Darlington FC | 5:2 |  |
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| 18. Journée | 24.11.2009 | Bury FC | - | Chesterfield FC | 2:1 | ||||
| 19. Journée | 02.12.2009 | Chesterfield FC | - | Crewe Alexandra | 2:3 | ||||
| 20. Journée | 05.12.2009 | Aldershot Town | - | Chesterfield FC | 1:0 | ||||
| 21. Journée | 12.12.2009 | Chesterfield FC | - | Cheltenham Town | 1:0 | ||||
| 23. Journée | 26.12.2009 | Lincoln City | - | Chesterfield FC | 2:1 | ||||
| 25. Journée | 02.01.2010 | Chesterfield FC | - | Shrewsbury Town | 0:1 |
Angleterre