| 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 | ||||
| 15. Round | 02/12/1988 | Wimbledon FC | - | Southampton FC | 2:1 | ||||
| 16. Round | 09/12/1988 | Newcastle United | - | Wimbledon FC | 2:1 |
England