5. Round | 29/08/2009 | Darlington FC | - | Cheltenham Town | 1:1 | ||||
6. Round | 05/09/2009 | Cheltenham Town | - | Dagenham & Redbridge | 1:1 | ||||
7. Round | 12/09/2009 | Bury FC | - | Cheltenham Town | 0:1 | ||||
8. Round | 19/09/2009 | Cheltenham Town | - | Rotherham United | 1:1 | ||||
13. Round | 16/10/2009 | Cheltenham Town | - | Macclesfield Town | 1:2 | ||||
14. Round | 24/10/2009 | Port Vale FC | - | Cheltenham Town | 1:1 | ||||
15. Round | 31/10/2009 | Cheltenham Town | - | Crewe Alexandra | 0:4 |