| 14. Round | 18/10/2003 | Blackpool FC | - | Hartlepool United | 4:0 | ||||
| 15. Round | 21/10/2003 | Chesterfield FC | - | Hartlepool United | 1:2 | ||||
| 16. Round | 25/10/2003 | Hartlepool United | - | Wycombe Wanderers | 1:1 | ||||
| 17. Round | 01/11/2003 | Notts County | - | Hartlepool United | 1:0 |  |
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| 23. Round | 26/12/2003 | Hartlepool United | - | Barnsley FC | 1:2 | ||||
| 26. Round | 10/01/2004 | Hartlepool United | - | Peterborough United | 1:0 | |
England