| 2. Round | 15/08/2009 | Plymouth Argyle | - | Queens Park Rangers | 1:1 | ||||
| 3. Round | 18/08/2009 | Plymouth Argyle | - | Cardiff City | 1:3 | ||||
| 16. Round | 07/11/2009 | Plymouth Argyle | - | Doncaster Rovers | 2:1 | ||||
| 19. Round | 05/12/2009 | Plymouth Argyle | - | Sheffield United | 0:1 | ||||
| 20. Round | 08/12/2009 | Swansea City | - | Plymouth Argyle | 1:0 | ||||
| 21. Round | 12/12/2009 | Preston North End | - | Plymouth Argyle | 2:0 | ||||
| 22. Round | 19/12/2009 | Plymouth Argyle | - | Coventry City | 0:1 | ||||
| 24. Round | 28/12/2009 | Plymouth Argyle | - | Reading FC | 4:1 | ||||
| 27. Round | 26/01/2010 | Plymouth Argyle | - | Derby County | 1:0 | ||||
| 29. Round | 06/02/2010 | Plymouth Argyle | - | West Bromwich Albion | 0:1 | ||||
| 30. Round | 09/02/2010 | Reading FC | - | Plymouth Argyle | 2:1 |  |
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| 31. Round | 13/02/2010 | Barnsley FC | - | Plymouth Argyle | 1:3 | ||||
| 33. Round | 20/02/2010 | Plymouth Argyle | - | Leicester City | 1:1 |  |
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| 34. Round | 27/02/2010 | Sheffield United | - | Plymouth Argyle | 4:3 | ||||
| 35. Round | 06/03/2010 | Plymouth Argyle | - | Preston North End | 1:1 | ||||
| 18. Round | 30/03/2010 | Plymouth Argyle | - | Barnsley FC | 0:0 |
England
