| 1. Round | 22/08/1986 | West Ham United | - | Coventry City | 1:0 | ||||
| 2. Round | 24/08/1986 | Manchester United | - | West Ham United | 2:3 | ||||
| 3. Round | 29/08/1986 | Oxford United | - | West Ham United | 0:0 | ||||
| 4. Round | 01/09/1986 | West Ham United | - | Nottingham Forest | 1:2 | ||||
| 5. Round | 05/09/1986 | West Ham United | - | Liverpool FC | 2:5 | ||||
| 6. Round | 12/09/1986 | Queens Park Rangers | - | West Ham United | 2:3 | ||||
| 7. Round | 19/09/1986 | West Ham United | - | Luton Town | 2:0 | ||||
| 8. Round | 26/09/1986 | Sheffield Wednesday | - | West Ham United | 2:2 |  |
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| 18. Round | 05/12/1986 | West Ham United | - | Southampton FC | 3:1 | ||||
| 19. Round | 12/12/1986 | Manchester City | - | West Ham United | 3:1 | |
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| 20. Round | 19/12/1986 | West Ham United | - | Queens Park Rangers | 1:1 | ||||
| 21. Round | 25/12/1986 | Tottenham Hotspur | - | West Ham United | 4:0 | ||||
| 22. Round | 26/12/1986 | West Ham United | - | Wimbledon FC | 2:3 | ||||
| 23. Round | 31/12/1986 | West Ham United | - | Leicester City | 4:1 | ||||
| 24. Round | 02/01/1987 | Liverpool FC | - | West Ham United | 1:0 | ||||
| 26. Round | 23/01/1987 | Coventry City | - | West Ham United | 1:3 |
England