| 26. Journée | 17.01.2009 | Colchester United | - | Cheltenham Town | 3:1 |  |
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| 27. Journée | 24.01.2009 | Cheltenham Town | - | Brighton & Hove Albion | 2:2 | |
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| 28. Journée | 27.01.2009 | Bristol Rovers | - | Cheltenham Town | 3:2 | ||||
| 29. Journée | 31.01.2009 | Cheltenham Town | - | Milton Keynes Dons | 3:5 | ||||
| 32. Journée | 14.02.2009 | Cheltenham Town | - | Hereford United | 2:3 |  |
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| 24. Journée | 17.02.2009 | Stockport County | - | Cheltenham Town | 1:0 | ||||
| 33. Journée | 21.02.2009 | Leeds United | - | Cheltenham Town | 2:0 | ||||
| 25. Journée | 24.02.2009 | Cheltenham Town | - | Millwall FC | 1:3 | ||||
| 34. Journée | 28.02.2009 | Cheltenham Town | - | Northampton Town | 0:1 |
Angleterre