| 9. Journée | 04.10.2008 | Brighton & Hove Albion | - | Cheltenham Town | 3:3 | ||||
| 10. Journée | 11.10.2008 | Cheltenham Town | - | Colchester United | 4:3 |  |
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| 11. Journée | 18.10.2008 | Cheltenham Town | - | Scunthorpe United | 1:2 |  |
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| 12. Journée | 21.10.2008 | Tranmere Rovers | - | Cheltenham Town | 2:0 | ||||
| 13. Journée | 25.10.2008 | Milton Keynes Dons | - | Cheltenham Town | 3:1 | ||||
| 15. Journée | 01.11.2008 | Cheltenham Town | - | Leeds United | 0:1 | ||||
| 16. Journée | 15.11.2008 | Hereford United | - | Cheltenham Town | 3:0 | ||||
| 18. Journée | 25.11.2008 | Cheltenham Town | - | Southend United | 0:0 | ||||
| 19. Journée | 06.12.2008 | Cheltenham Town | - | Crewe Alexandra | 1:0 | ||||
| 20. Journée | 13.12.2008 | Leyton Orient | - | Cheltenham Town | 1:2 | ||||
| 21. Journée | 20.12.2008 | Cheltenham Town | - | Walsall FC | 0:0 | ||||
| 22. Journée | 26.12.2008 | Yeovil Town | - | Cheltenham Town | 1:1 | ||||
| 23. Journée | 28.12.2008 | Cheltenham Town | - | Peterborough United | 3:6 |
Angleterre