1. Round | 09/08/2008 | Northampton Town | - | Cheltenham Town | 4:2 | ||||
2. Round | 16/08/2008 | Cheltenham Town | - | Swindon Town | 2:0 | ||||
3. Round | 23/08/2008 | Oldham Athletic | - | Cheltenham Town | 4:0 | ||||
4. Round | 30/08/2008 | Cheltenham Town | - | Leicester City | 0:4 | ||||
5. Round | 06/09/2008 | Cheltenham Town | - | Huddersfield Town | 1:2 | ||||
8. Round | 27/09/2008 | Cheltenham Town | - | Stockport County | 2:2 |