2. Round | 22/08/1998 | West Ham United | - | Manchester United | 0:0 | ||||
3. Round | 29/08/1998 | Coventry City | - | West Ham United | 0:0 | ||||
4. Round | 09/09/1998 | West Ham United | - | Wimbledon FC | 3:4 | ||||
5. Round | 12/09/1998 | West Ham United | - | Liverpool FC | 2:1 | ||||
7. Round | 28/09/1998 | West Ham United | - | Southampton FC | 1:0 | ||||
8. Round | 03/10/1998 | Blackburn Rovers | - | West Ham United | 3:0 | ||||
9. Round | 17/10/1998 | West Ham United | - | Aston Villa | 0:0 | ||||
10. Round | 24/10/1998 | Charlton Athletic | - | West Ham United | 4:2 | ||||
11. Round | 31/10/1998 | Newcastle United | - | West Ham United | 0:3 | ||||
14. Round | 22/11/1998 | Derby County | - | West Ham United | 0:2 | ||||
15. Round | 28/11/1998 | West Ham United | - | Tottenham Hotspur | 2:1 | ||||
16. Round | 05/12/1998 | Leeds United | - | West Ham United | 4:0 | ||||
17. Round | 12/12/1998 | Middlesbrough FC | - | West Ham United | 1:0 | ||||
18. Round | 19/12/1998 | West Ham United | - | Everton FC | 2:1 | ||||
19. Round | 26/12/1998 | Arsenal FC | - | West Ham United | 1:0 | ||||
20. Round | 28/12/1998 | West Ham United | - | Coventry City | 2:0 | ||||
21. Round | 10/01/1999 | Manchester United | - | West Ham United | 4:1 |