3. Round | 16/08/1999 | Aston Villa | - | West Ham United | 2:2 | ||||
10. Round | 03/10/1999 | West Ham United | - | Arsenal FC | 2:1 | ||||
12. Round | 24/10/1999 | West Ham United | - | Sunderland AFC | 1:1 | ||||
2. Round | 27/10/1999 | Liverpool FC | - | West Ham United | 1:0 | ||||
13. Round | 30/10/1999 | Leeds United | - | West Ham United | 1:0 | ||||
16. Round | 27/11/1999 | West Ham United | - | Liverpool FC | 1:0 | ||||
17. Round | 06/12/1999 | Tottenham Hotspur | - | West Ham United | 0:0 | ||||
25. Round | 12/02/2000 | West Ham United | - | Bradford City | 5:4 | ||||
26. Round | 26/02/2000 | West Ham United | - | Everton FC | 0:4 | ||||
29. Round | 18/03/2000 | West Ham United | - | Chelsea FC | 0:0 |