| 1. Round | 19/08/1995 | Wimbledon FC | - | Bolton Wanderers | 3:2 | ||||
| 2. Round | 23/08/1995 | Queens Park Rangers | - | Wimbledon FC | 0:3 | ||||
| 3. Round | 26/08/1995 | Manchester United | - | Wimbledon FC | 3:1 | ||||
| 4. Round | 30/08/1995 | Wimbledon FC | - | Sheffield Wednesday | 2:2 | ||||
| 5. Round | 09/09/1995 | Wimbledon FC | - | Liverpool FC | 1:0 | ||||
| 8. Round | 30/09/1995 | Tottenham Hotspur | - | Wimbledon FC | 3:1 | ||||
| 9. Round | 16/10/1995 | Wimbledon FC | - | West Ham United | 0:1 | ||||
| 12. Round | 06/11/1995 | Nottingham Forest | - | Wimbledon FC | 4:1 | ||||
| 13. Round | 18/11/1995 | Wimbledon FC | - | Middlesbrough FC | 0:0 | ||||
| 14. Round | 22/11/1995 | Manchester City | - | Wimbledon FC | 1:0 | ||||
| 15. Round | 25/11/1995 | Coventry City | - | Wimbledon FC | 3:3 | ||||
| 26. Round | 10/02/1996 | Sheffield Wednesday | - | Wimbledon FC | 2:1 | ||||
| 27. Round | 13/03/1996 | Liverpool FC | - | Wimbledon FC | 2:2 |
England