| Matchday | Date | Time | Home/Away | Opponents | Score |
| 1. Round | 16/08/2008 | 17:30 | A | Sunderland AFC | 1:0 (0:0) |
| 2. Round | 23/08/2008 | 15:00 | H | Middlesbrough FC | 2:1 (0:0) |
| 3. Round | 31/08/2008 | 16:00 | A | Aston Villa | 0:0 (0:0) |
| 4. Round | 13/09/2008 | 12:45 | H | Manchester United | 2:1 (1:1) |
| 5. Round | 20/09/2008 | 15:00 | H | Stoke City | 0:0 (0:0) |
| 6. Round | 27/09/2008 | 12:45 | A | Everton FC | 2:0 (0:0) |
| 7. Round | 05/10/2008 | 15:00 | A | Manchester City | 3:2 (0:2) |
| 8. Round | 18/10/2008 | 15:00 | H | Wigan Athletic | 3:2 (1:2) |
| 9. Round | 26/10/2008 | 13:30 | A | Chelsea FC | 1:0 (1:0) |
| 10. Round | 29/10/2008 | 20:00 | H | Portsmouth FC | 1:0 (0:0) |
| 11. Round | 01/11/2008 | 17:30 | A | Tottenham Hotspur | 1:2 (1:0) |
| 12. Round | 08/11/2008 | 17:30 | H | West Bromwich Albion | 3:0 (2:0) |
| 13. Round | 15/11/2008 | 12:45 | A | Bolton Wanderers | 2:0 (1:0) |
| 14. Round | 22/11/2008 | 15:00 | H | Fulham FC | 0:0 (0:0) |
| 15. Round | 01/12/2008 | 20:00 | H | West Ham United | 0:0 (0:0) |
| 16. Round | 06/12/2008 | 15:00 | A | Blackburn Rovers | 3:1 (0:0) |
| 17. Round | 13/12/2008 | 15:00 | H | Hull City | 2:2 (2:2) |
| 18. Round | 21/12/2008 | 16:00 | A | Arsenal FC | 1:1 (1:1) |
| 19. Round | 26/12/2008 | 15:00 | H | Bolton Wanderers | 3:0 (1:0) |
| 20. Round | 28/12/2008 | 12:00 | A | Newcastle United | 5:1 (2:1) |
| 21. Round | 10/01/2009 | 17:30 | A | Stoke City | 0:0 (0:0) |
| 22. Round | 19/01/2009 | 20:00 | H | Everton FC | 1:1 (0:0) |
| 23. Round | 28/01/2009 | 19:45 | A | Wigan Athletic | 1:1 (1:0) |
| 24. Round | 01/02/2009 | 16:00 | H | Chelsea FC | 2:0 (0:0) |
| 25. Round | 07/02/2009 | 17:30 | A | Portsmouth FC | 3:2 (0:0) |
| 26. Round | 22/02/2009 | 15:00 | H | Manchester City | 1:1 (0:0) |
| 27. Round | 28/02/2009 | 15:00 | A | Middlesbrough FC | 0:2 (0:1) |
| 28. Round | 03/03/2009 | 20:00 | H | Sunderland AFC | 2:0 (0:0) |
| 29. Round | 14/03/2009 | 12:45 | A | Manchester United | 4:1 (2:1) |
| 30. Round | 22/03/2009 | 16:00 | H | Aston Villa | 5:0 (3:0) |
| 31. Round | 04/04/2009 | 17:30 | A | Fulham FC | 1:0 (0:0) |
| 32. Round | 11/04/2009 | 12:45 | H | Blackburn Rovers | 4:0 (2:0) |
| 33. Round | 21/04/2009 | 20:00 | H | Arsenal FC | 4:4 (0:1) |
| 34. Round | 25/04/2009 | 15:00 | A | Hull City | 3:1 (1:0) |
| 35. Round | 03/05/2009 | 13:30 | H | Newcastle United | 3:0 (2:0) |
| 36. Round | 09/05/2009 | 17:30 | A | West Ham United | 3:0 (2:0) |
| 37. Round | 17/05/2009 | 13:30 | A | West Bromwich Albion | 2:0 (1:0) |
| 38. Round | 24/05/2009 | 16:00 | H | Tottenham Hotspur | 3:1 (1:0) |
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