| 25. Round | 30/12/2006 | Brentford FC | - | Chesterfield FC | 2:1 | ||||
| 26. Round | 01/01/2007 | Chesterfield FC | - | Blackpool FC | 2:0 | ||||
| 28. Round | 13/01/2007 | Rotherham United | - | Chesterfield FC | 0:1 | ||||
| 29. Round | 20/01/2007 | Chesterfield FC | - | Brighton & Hove Albion | 0:1 | ||||
| 30. Round | 27/01/2007 | Huddersfield Town | - | Chesterfield FC | 1:1 | ||||
| 32. Round | 10/02/2007 | Millwall FC | - | Chesterfield FC | 2:1 | ||||
| 33. Round | 17/02/2007 | Chesterfield FC | - | Port Vale FC | 3:0 | ||||
| 34. Round | 20/02/2007 | Carlisle United | - | Chesterfield FC | 0:0 | ||||
| 27. Round | 07/03/2007 | Chesterfield FC | - | Bristol City | 1:3 |  |
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| 37. Round | 10/03/2007 | Chesterfield FC | - | Leyton Orient | 0:1 | ||||
| 38. Round | 16/03/2007 | Swansea City | - | Chesterfield FC | 2:0 | ||||
| 41. Round | 07/04/2007 | Chesterfield FC | - | Crewe Alexandra | 2:1 | ||||
| 42. Round | 09/04/2007 | Cheltenham Town | - | Chesterfield FC | 0:0 | |
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| 46. Round | 05/05/2007 | Oldham Athletic | - | Chesterfield FC | 1:0 |
England