6. Round | 28/08/1999 | Bradford City | - | West Ham United | 0:3 | ||||
7. Round | 11/09/1999 | West Ham United | - | Watford FC | 1:0 | ||||
21. Round | 03/01/2000 | Newcastle United | - | West Ham United | 2:2 | ||||
23. Round | 22/01/2000 | Leicester City | - | West Ham United | 1:3 | ||||
33. Round | 15/04/2000 | Derby County | - | West Ham United | 1:2 | ||||
34. Round | 22/04/2000 | West Ham United | - | Coventry City | 5:0 | ||||
35. Round | 02/05/2000 | Arsenal FC | - | West Ham United | 2:1 | ||||
37. Round | 06/05/2000 | Sunderland AFC | - | West Ham United | 1:0 |