| 11. Round | 18/10/2008 | Wycombe Wanderers | - | Darlington FC | 1:1 | ||||
| 12. Round | 21/10/2008 | Barnet FC | - | Wycombe Wanderers | 1:1 | ||||
| 13. Round | 25/10/2008 | Accrington Stanley | - | Wycombe Wanderers | 0:1 | ||||
| 15. Round | 01/11/2008 | Rotherham United | - | Wycombe Wanderers | 0:0 | ||||
| 17. Round | 22/11/2008 | Wycombe Wanderers | - | Port Vale FC | 4:2 | ||||
| 18. Round | 25/11/2008 | Notts County | - | Wycombe Wanderers | 0:2 | ||||
| 14. Round | 02/12/2008 | Wycombe Wanderers | - | Macclesfield Town | 4:0 | ||||
| 19. Round | 06/12/2008 | Aldershot Town | - | Wycombe Wanderers | 3:2 | ||||
| 20. Round | 13/12/2008 | Wycombe Wanderers | - | Luton Town | 0:0 |
Belgium