| 1. Round | 10/08/2008 | Nottingham Forest | - | Reading FC | 0:0 | ||||
| 2. Round | 16/08/2008 | Reading FC | - | Plymouth Argyle | 2:0 | ||||
| 3. Round | 23/08/2008 | Charlton Athletic | - | Reading FC | 4:2 | ||||
| 5. Round | 13/09/2008 | Ipswich Town | - | Reading FC | 2:0 | ||||
| 6. Round | 16/09/2008 | Reading FC | - | Sheffield Wednesday | 6:0 | ||||
| 22. Round | 09/12/2008 | Reading FC | - | Blackpool FC | 1:0 |
USA