22. Round | 16/01/1999 | Tottenham Hotspur | - | Wimbledon FC | 0:0 | ||||
23. Round | 30/01/1999 | Wimbledon FC | - | West Ham United | 0:0 | ||||
24. Round | 08/02/1999 | Charlton Athletic | - | Wimbledon FC | 2:0 | ||||
28. Round | 06/03/1999 | Wimbledon FC | - | Leicester City | 0:1 | ||||
29. Round | 13/03/1999 | Wimbledon FC | - | Nottingham Forest | 1:3 | ||||
30. Round | 20/03/1999 | Blackburn Rovers | - | Wimbledon FC | 3:1 | ||||
31. Round | 03/04/1999 | Wimbledon FC | - | Manchester United | 1:1 | ||||
32. Round | 05/04/1999 | Middlesbrough FC | - | Wimbledon FC | 3:1 | ||||
33. Round | 11/04/1999 | Wimbledon FC | - | Chelsea FC | 1:2 | ||||
34. Round | 19/04/1999 | Arsenal FC | - | Wimbledon FC | 5:1 | ||||
35. Round | 24/04/1999 | Wimbledon FC | - | Newcastle United | 1:1 | ||||
36. Round | 01/05/1999 | Coventry City | - | Wimbledon FC | 2:1 | ||||
37. Round | 08/05/1999 | Wimbledon FC | - | Southampton FC | 0:2 | ||||
38. Round | 16/05/1999 | Liverpool FC | - | Wimbledon FC | 3:0 |