1. Round | 09/08/2008 | Northampton Town | - | Cheltenham Town | 4:2 | ||||
2. Round | 16/08/2008 | Cheltenham Town | - | Swindon Town | 2:0 | ||||
4. Round | 30/08/2008 | Cheltenham Town | - | Leicester City | 0:4 | ||||
6. Round | 12/09/2008 | Hartlepool United | - | Cheltenham Town | 4:1 | ||||
14. Round | 16/09/2008 | Cheltenham Town | - | Bristol Rovers | 2:1 |