| 20. Jornada | 13.12.2008 | Hereford United | - | Hartlepool United | 1:1 | ||||
| 22. Jornada | 26.12.2008 | Scunthorpe United | - | Hartlepool United | 3:0 |  |
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| 25. Jornada | 12.01.2009 | Oldham Athletic | - | Hartlepool United | 2:1 | ||||
| 26. Jornada | 16.01.2009 | Hartlepool United | - | Northampton Town | 2:0 | ||||
| 32. Jornada | 14.02.2009 | Milton Keynes Dons | - | Hartlepool United | 3:1 | ||||
| 46. Jornada | 02.05.2009 | Bristol Rovers | - | Hartlepool United | 4:1 |
Inglaterra
Bélgica