1. Round | 26/08/1988 | Wimbledon FC | - | Arsenal FC | 1:5 | ||||
2. Round | 02/09/1988 | Luton Town | - | Wimbledon FC | 2:2 | ||||
3. Round | 09/09/1988 | Wimbledon FC | - | West Ham United | 0:1 | ||||
4. Round | 16/09/1988 | Middlesbrough FC | - | Wimbledon FC | 1:0 | ||||
5. Round | 23/09/1988 | Wimbledon FC | - | Coventry City | 0:1 | ||||
11. Round | 04/11/1988 | Wimbledon FC | - | Norwich City | 0:2 | ||||
12. Round | 11/11/1988 | Tottenham Hotspur | - | Wimbledon FC | 3:2 | ||||
14. Round | 25/11/1988 | Liverpool FC | - | Wimbledon FC | 1:1 | ||||
15. Round | 02/12/1988 | Wimbledon FC | - | Southampton FC | 2:1 | ||||
16. Round | 09/12/1988 | Newcastle United | - | Wimbledon FC | 2:1 | ||||
17. Round | 17/12/1988 | Nottingham Forest | - | Wimbledon FC | 0:1 | ||||
18. Round | 25/12/1988 | Wimbledon FC | - | Millwall FC | 1:0 | ||||
19. Round | 30/12/1988 | Wimbledon FC | - | Luton Town | 4:0 | ||||
20. Round | 01/01/1989 | West Ham United | - | Wimbledon FC | 1:2 | ||||
21. Round | 13/01/1989 | Wimbledon FC | - | Queens Park Rangers | 1:0 | ||||
22. Round | 20/01/1989 | Coventry City | - | Wimbledon FC | 2:1 | ||||
23. Round | 03/02/1989 | Everton FC | - | Wimbledon FC | 1:1 |