25. Round | 12/02/2000 | Chelsea FC | - | Wimbledon FC | 3:1 | ||||
26. Round | 26/02/2000 | Wimbledon FC | - | Manchester United | 2:2 | ||||
27. Round | 04/03/2000 | Derby County | - | Wimbledon FC | 4:0 | ||||
28. Round | 11/03/2000 | Wimbledon FC | - | Leicester City | 2:1 | ||||
29. Round | 19/03/2000 | Leeds United | - | Wimbledon FC | 4:1 | ||||
30. Round | 26/03/2000 | West Ham United | - | Wimbledon FC | 2:1 | ||||
31. Round | 01/04/2000 | Wimbledon FC | - | Arsenal FC | 1:3 | ||||
32. Round | 08/04/2000 | Sunderland AFC | - | Wimbledon FC | 2:1 | ||||
35. Round | 12/04/2000 | Wimbledon FC | - | Sheffield Wednesday | 0:2 | ||||
33. Round | 16/04/2000 | Wimbledon FC | - | Liverpool FC | 1:2 | ||||
34. Round | 22/04/2000 | Tottenham Hotspur | - | Wimbledon FC | 2:0 |