| 2. Round | 17/09/1989 | Port Vale FC | - | Wimbledon FC | 1:2 | ||||
| 2. Round | 04/10/1989 | Wimbledon FC | - | Port Vale FC | 3:0 | ||||
| Round of 16 | 21/11/1989 | West Ham United | - | Wimbledon FC | 1:0 |
| 2. Round | 17/09/1989 | Port Vale FC | - | Wimbledon FC | 1:2 | ||||
| 2. Round | 04/10/1989 | Wimbledon FC | - | Port Vale FC | 3:0 | ||||
| Round of 16 | 21/11/1989 | West Ham United | - | Wimbledon FC | 1:0 |
| Vaughan William Ryan | |
| Born: | 02.09.1968 |
| Place of birth: |
Westminster, 
England |
| Nationality: |
England
|