| 8. Jornada | 27.09.2008 | Cheltenham Town | - | Stockport County | 2:2 |  |
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| 9. Jornada | 04.10.2008 | Brighton & Hove Albion | - | Cheltenham Town | 3:3 |  |
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| 11. Jornada | 18.10.2008 | Cheltenham Town | - | Scunthorpe United | 1:2 | ||||
| 13. Jornada | 25.10.2008 | Milton Keynes Dons | - | Cheltenham Town | 3:1 |  |
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| 15. Jornada | 01.11.2008 | Cheltenham Town | - | Leeds United | 0:1 | ||||
| 16. Jornada | 15.11.2008 | Hereford United | - | Cheltenham Town | 3:0 | ||||
| 17. Jornada | 22.11.2008 | Carlisle United | - | Cheltenham Town | 1:0 | ||||
| 18. Jornada | 25.11.2008 | Cheltenham Town | - | Southend United | 0:0 | ||||
| 19. Jornada | 06.12.2008 | Cheltenham Town | - | Crewe Alexandra | 1:0 | ||||
| 20. Jornada | 13.12.2008 | Leyton Orient | - | Cheltenham Town | 1:2 | |
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| 21. Jornada | 20.12.2008 | Cheltenham Town | - | Walsall FC | 0:0 |
Inglaterra