| 1. Round | 14/08/1987 | West Ham United | - | Queens Park Rangers | 0:3 | ||||
| 3. Round | 21/08/1987 | Luton Town | - | West Ham United | 2:2 | ||||
| 4. Round | 28/08/1987 | West Ham United | - | Norwich City | 2:0 | ||||
| 5. Round | 30/08/1987 | Portsmouth FC | - | West Ham United | 2:1 | ||||
| 6. Round | 04/09/1987 | West Ham United | - | Liverpool FC | 1:1 | ||||
| 7. Round | 11/09/1987 | Wimbledon FC | - | West Ham United | 1:1 | ||||
| 8. Round | 18/09/1987 | West Ham United | - | Tottenham Hotspur | 0:1 | ||||
| 9. Round | 25/09/1987 | Arsenal FC | - | West Ham United | 1:0 | ||||
| 10. Round | 03/10/1987 | West Ham United | - | Derby County | 1:1 | ||||
| 11. Round | 10/10/1987 | West Ham United | - | Charlton Athletic | 1:1 | ||||
| 12. Round | 17/10/1987 | Oxford United | - | West Ham United | 1:2 | ||||
| 13. Round | 25/10/1987 | West Ham United | - | Manchester United | 1:1 | ||||
| 14. Round | 30/10/1987 | Watford FC | - | West Ham United | 1:2 | ||||
| 15. Round | 06/11/1987 | West Ham United | - | Sheffield Wednesday | 0:1 | ||||
| 16. Round | 13/11/1987 | Everton FC | - | West Ham United | 3:1 |
England