9. Round | 26/10/2008 | West Ham United | - | Arsenal FC | 0:2 | ||||
10. Round | 29/10/2008 | Manchester United | - | West Ham United | 2:0 | ||||
11. Round | 01/11/2008 | Middlesbrough FC | - | West Ham United | 1:1 | ||||
12. Round | 08/11/2008 | West Ham United | - | Everton FC | 1:3 | ||||
14. Round | 23/11/2008 | Sunderland AFC | - | West Ham United | 0:1 | ||||
18. Round | 20/12/2008 | West Ham United | - | Aston Villa | 0:1 |