20. Round | 28/12/1999 | Liverpool FC | - | Wimbledon FC | 3:1 | ||||
21. Round | 03/01/2000 | Wimbledon FC | - | Sunderland AFC | 1:0 | ||||
22. Round | 15/01/2000 | Coventry City | - | Wimbledon FC | 2:0 | ||||
24. Round | 06/02/2000 | Wimbledon FC | - | Everton FC | 0:3 | ||||
25. Round | 12/02/2000 | Chelsea FC | - | Wimbledon FC | 3:1 | ||||
30. Round | 26/03/2000 | West Ham United | - | Wimbledon FC | 2:1 | ||||
34. Round | 22/04/2000 | Tottenham Hotspur | - | Wimbledon FC | 2:0 | ||||
37. Round | 06/05/2000 | Wimbledon FC | - | Aston Villa | 2:2 | ||||
38. Round | 14/05/2000 | Southampton FC | - | Wimbledon FC | 2:0 |