9. Round | 04/10/2008 | Brighton & Hove Albion | - | Cheltenham Town | 3:3 | ||||
10. Round | 11/10/2008 | Cheltenham Town | - | Colchester United | 4:3 | ||||
11. Round | 18/10/2008 | Cheltenham Town | - | Scunthorpe United | 1:2 | ||||
12. Round | 21/10/2008 | Tranmere Rovers | - | Cheltenham Town | 2:0 | ||||
13. Round | 25/10/2008 | Milton Keynes Dons | - | Cheltenham Town | 3:1 | ||||
15. Round | 01/11/2008 | Cheltenham Town | - | Leeds United | 0:1 | ||||
16. Round | 15/11/2008 | Hereford United | - | Cheltenham Town | 3:0 | ||||
18. Round | 25/11/2008 | Cheltenham Town | - | Southend United | 0:0 | ||||
19. Round | 06/12/2008 | Cheltenham Town | - | Crewe Alexandra | 1:0 | ||||
20. Round | 13/12/2008 | Leyton Orient | - | Cheltenham Town | 1:2 | ||||
21. Round | 20/12/2008 | Cheltenham Town | - | Walsall FC | 0:0 | ||||
22. Round | 26/12/2008 | Yeovil Town | - | Cheltenham Town | 1:1 | ||||
23. Round | 28/12/2008 | Cheltenham Town | - | Peterborough United | 3:6 |