1. Round | 09/08/2008 | Northampton Town | - | Cheltenham Town | 4:2 | ||||
2. Round | 16/08/2008 | Cheltenham Town | - | Swindon Town | 2:0 | ![]() |
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4. Round | 30/08/2008 | Cheltenham Town | - | Leicester City | 0:4 | ||||
7. Round | 20/09/2008 | Millwall FC | - | Cheltenham Town | 2:0 | ||||
8. Round | 27/09/2008 | Cheltenham Town | - | Stockport County | 2:2 |