| 7. Round | 13/09/2003 | Chesterfield FC | - | Notts County | 0:1 | ||||
| 13. Round | 11/10/2003 | Rushden & Diamonds FC | - | Chesterfield FC | 2:1 | ||||
| 14. Round | 18/10/2003 | Chesterfield FC | - | Swindon Town | 3:0 | ||||
| 40. Round | 03/04/2004 | Brentford FC | - | Chesterfield FC | 1:1 | ||||
| 41. Round | 10/04/2004 | Chesterfield FC | - | Stockport County | 0:3 | ||||
| 42. Round | 12/04/2004 | AFC Bournemouth | - | Chesterfield FC | 2:2 |  |
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| 43. Round | 17/04/2004 | Port Vale FC | - | Chesterfield FC | 1:1 | ||||
| 46. Round | 08/05/2004 | Chesterfield FC | - | Luton Town | 1:0 |
England