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 | ||||
6. Round | 12/09/2008 | Hartlepool United | - | Cheltenham Town | 4:1 | ||||
14. Round | 16/09/2008 | Cheltenham Town | - | Bristol Rovers | 2:1 | ||||
7. Round | 20/09/2008 | Millwall FC | - | Cheltenham Town | 2:0 | ||||
15. Round | 01/11/2008 | Cheltenham Town | - | Leeds United | 0:1 | ||||
16. Round | 15/11/2008 | Hereford United | - | Cheltenham Town | 3:0 |