| 5. Journée | 06.09.2008 | Cheltenham Town | - | Huddersfield Town | 1:2 | ||||
| 6. Journée | 12.09.2008 | Hartlepool United | - | Cheltenham Town | 4:1 | ||||
| 14. Journée | 16.09.2008 | Cheltenham Town | - | Bristol Rovers | 2:1 |  |
|||
| 7. Journée | 20.09.2008 | Millwall FC | - | Cheltenham Town | 2:0 | ||||
| 23. Journée | 28.12.2008 | Cheltenham Town | - | Peterborough United | 3:6 | ||||
| 27. Journée | 24.01.2009 | Cheltenham Town | - | Brighton & Hove Albion | 2:2 | ||||
| 28. Journée | 27.01.2009 | Bristol Rovers | - | Cheltenham Town | 3:2 | ||||
| 29. Journée | 31.01.2009 | Cheltenham Town | - | Milton Keynes Dons | 3:5 | ||||
| 24. Journée | 17.02.2009 | Stockport County | - | Cheltenham Town | 1:0 | ||||
| 35. Journée | 03.03.2009 | Swindon Town | - | Cheltenham Town | 2:2 | ||||
| 36. Journée | 07.03.2009 | Leicester City | - | Cheltenham Town | 4:0 | ||||
| 38. Journée | 14.03.2009 | Cheltenham Town | - | Hartlepool United | 2:0 | ||||
| 30. Journée | 17.03.2009 | Cheltenham Town | - | Tranmere Rovers | 1:0 | ||||
| 39. Journée | 21.03.2009 | Huddersfield Town | - | Cheltenham Town | 2:2 |  |
Angleterre