2. Round | 22/08/1998 | Derby County | - | Wimbledon FC | 0:0 | ||||
5. Round | 12/09/1998 | Aston Villa | - | Wimbledon FC | 2:0 | ||||
8. Round | 03/10/1998 | Wimbledon FC | - | Everton FC | 1:2 | ||||
10. Round | 24/10/1998 | Wimbledon FC | - | Middlesbrough FC | 2:2 | ||||
11. Round | 31/10/1998 | Wimbledon FC | - | Blackburn Rovers | 1:1 | ||||
13. Round | 14/11/1998 | Chelsea FC | - | Wimbledon FC | 3:0 | ||||
15. Round | 28/11/1998 | Newcastle United | - | Wimbledon FC | 3:1 | ||||
18. Round | 19/12/1998 | Southampton FC | - | Wimbledon FC | 3:1 | ||||
20. Round | 29/12/1998 | Leeds United | - | Wimbledon FC | 2:2 | ||||
21. Round | 09/01/1999 | Wimbledon FC | - | Derby County | 2:1 | ||||
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 | ||||
29. Round | 13/03/1999 | Wimbledon FC | - | Nottingham Forest | 1:3 | ||||
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 |