| 20. Round | 06/12/2005 | Hartlepool United | - | Colchester United | 0:1 | ||||
| 21. Round | 10/12/2005 | Hartlepool United | - | AFC Bournemouth | 2:1 |  |
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| 22. Round | 17/12/2005 | Walsall FC | - | Hartlepool United | 1:0 | ||||
| 25. Round | 31/12/2005 | Oldham Athletic | - | Hartlepool United | 2:1 | ||||
| 26. Round | 02/01/2006 | Hartlepool United | - | Swindon Town | 1:1 | ||||
| 27. Round | 07/01/2006 | Yeovil Town | - | Hartlepool United | 2:0 | |
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| 28. Round | 14/01/2006 | Hartlepool United | - | Tranmere Rovers | 0:0 | ||||
| 29. Round | 21/01/2006 | Swansea City | - | Hartlepool United | 1:1 | ||||
| 30. Round | 28/01/2006 | Hartlepool United | - | Blackpool FC | 0:3 |  |
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| 41. Round | 08/04/2006 | Swindon Town | - | Hartlepool United | 1:1 | ||||
| 34. Round | 11/04/2006 | Colchester United | - | Hartlepool United | 2:0 | ||||
| 42. Round | 15/04/2006 | Hartlepool United | - | Bristol City | 1:2 | ||||
| 43. Round | 17/04/2006 | Milton Keynes Dons | - | Hartlepool United | 2:1 | |
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| 44. Round | 22/04/2006 | Hartlepool United | - | Nottingham Forest | 3:2 | |
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| 45. Round | 29/04/2006 | Brentford FC | - | Hartlepool United | 1:1 |
England