| 1. Journée | 09.08.2008 | Northampton Town | - | Cheltenham Town | 4:2 |  |
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| 2. Journée | 16.08.2008 | Cheltenham Town | - | Swindon Town | 2:0 | ||||
| 3. Journée | 23.08.2008 | Oldham Athletic | - | Cheltenham Town | 4:0 | ||||
| 4. Journée | 30.08.2008 | Cheltenham Town | - | Leicester City | 0:4 | |
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| 5. Journée | 06.09.2008 | Cheltenham Town | - | Huddersfield Town | 1:2 | ||||
| 8. Journée | 27.09.2008 | Cheltenham Town | - | Stockport County | 2:2 |
Angleterre