| 2. Round | 16/08/2008 | Reading FC | - | Plymouth Argyle | 2:0 | ||||
| 6. Round | 16/09/2008 | Reading FC | - | Sheffield Wednesday | 6:0 | ||||
| 10. Round | 04/10/2008 | Reading FC | - | Burnley FC | 3:1 | ||||
| 29. Round | 27/01/2009 | Reading FC | - | Wolverhampton Wanderers | 1:0 | ||||
| 41. Round | 04/04/2009 | Coventry City | - | Reading FC | 0:0 | ||||
| 42. Round | 10/04/2009 | Reading FC | - | Sheffield United | 0:1 | ||||
| 43. Round | 13/04/2009 | Blackpool FC | - | Reading FC | 2:2 |
England