| 2. Jornada | 16.08.2008 | Reading | - | Plymouth Argyle | 2:0 | ||||
| 3. Jornada | 23.08.2008 | Plymouth Argyle | - | Swansea City | 0:1 | ||||
| 13. Jornada | 25.10.2008 | Plymouth Argyle | - | Ipswich Town | 1:3 |  |
|||
| 14. Jornada | 28.10.2008 | Sheffield Wednesday | - | Plymouth Argyle | 0:1 | |
|||
| 15. Jornada | 01.11.2008 | Sheffield United | - | Plymouth Argyle | 2:0 | ||||
| 24. Jornada | 20.12.2008 | Barnsley FC | - | Plymouth Argyle | 2:0 | ||||
| 25. Jornada | 26.12.2008 | Plymouth Argyle | - | Southampton | 2:0 | ||||
| 26. Jornada | 28.12.2008 | Cardiff City | - | Plymouth Argyle | 1:0 |  |
|||
| 30. Jornada | 31.01.2009 | Ipswich Town | - | Plymouth Argyle | 0:0 | |
|||
| 31. Jornada | 03.02.2009 | Preston North End | - | Plymouth Argyle | 1:1 |
Escocia