| 1. Journée | 09.08.2008 | Northampton Town | - | Cheltenham Town | 4:2 | ||||
| 3. Journée | 23.08.2008 | Oldham Athletic | - | Cheltenham Town | 4:0 | ||||
| 4. Journée | 30.08.2008 | Cheltenham Town | - | Leicester City | 0:4 | ||||
| 12. Journée | 21.10.2008 | Tranmere Rovers | - | Cheltenham Town | 2:0 | ||||
| 20. Journée | 13.12.2008 | Leyton Orient | - | Cheltenham Town | 1:2 | ||||
| 22. Journée | 26.12.2008 | Yeovil Town | - | Cheltenham Town | 1:1 |  |
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| 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 | ||||
| 37. Journée | 24.03.2009 | Cheltenham Town | - | Oldham Athletic | 1:1 | ||||
| 40. Journée | 28.03.2009 | Walsall FC | - | Cheltenham Town | 1:1 | ||||
| 41. Journée | 04.04.2009 | Cheltenham Town | - | Leyton Orient | 0:1 | ||||
| 42. Journée | 10.04.2009 | Peterborough United | - | Cheltenham Town | 1:1 | ||||
| 43. Journée | 13.04.2009 | Cheltenham Town | - | Yeovil Town | 1:0 | ||||
| 31. Journée | 28.04.2009 | Scunthorpe United | - | Cheltenham Town | 3:0 |
Angleterre