| 1. Jornada | 09.08.2008 | Hartlepool United | - | Colchester United | 4:2 | ||||
| 2. Jornada | 16.08.2008 | Tranmere Rovers | - | Hartlepool United | 1:0 | ||||
| 3. Jornada | 23.08.2008 | Hartlepool United | - | Stockport County | 0:1 | ||||
| 4. Jornada | 30.08.2008 | Peterborough United | - | Hartlepool United | 1:2 |  |
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| 5. Jornada | 06.09.2008 | Millwall FC | - | Hartlepool United | 2:0 | ||||
| 6. Jornada | 12.09.2008 | Hartlepool United | - | Cheltenham Town | 4:1 | ||||
| 7. Jornada | 20.09.2008 | Hartlepool United | - | Oldham Athletic | 3:3 | ||||
| 8. Jornada | 27.09.2008 | Leicester City | - | Hartlepool United | 1:0 |
Inglaterra