| 17. Round | 24/11/2007 | Gillingham FC | - | Hartlepool United | 2:1 | ||||
| 12. Round | 27/11/2007 | Swansea City | - | Hartlepool United | 1:0 | ||||
| 18. Round | 04/12/2007 | Hartlepool United | - | Tranmere Rovers | 3:1 | ||||
| 19. Round | 08/12/2007 | Yeovil Town | - | Hartlepool United | 3:1 | ||||
| 20. Round | 15/12/2007 | Hartlepool United | - | Crewe Alexandra | 3:0 | ||||
| 21. Round | 22/12/2007 | Swindon Town | - | Hartlepool United | 2:1 |  |
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| 22. Round | 26/12/2007 | Hartlepool United | - | Leeds United | 1:1 | ||||
| 23. Round | 29/12/2007 | Hartlepool United | - | Leyton Orient | 1:1 | ||||
| 24. Round | 01/01/2008 | Carlisle United | - | Hartlepool United | 4:2 | ||||
| 26. Round | 12/01/2008 | Northampton Town | - | Hartlepool United | 1:1 | ||||
| 27. Round | 18/01/2008 | Hartlepool United | - | Cheltenham Town | 0:2 |
Ireland