| 13. Round | 18/11/1988 | Manchester United | - | Southampton FC | 2:2 | ||||
| 7. Round | 22/11/1988 | Manchester United | - | Sheffield Wednesday | 1:1 | ||||
| 14. Round | 26/11/1988 | Newcastle United | - | Manchester United | 0:0 | ||||
| 16. Round | 09/12/1988 | Coventry City | - | Manchester United | 1:0 | ||||
| 17. Round | 16/12/1988 | Arsenal FC | - | Manchester United | 2:1 | ||||
| 20. Round | 01/01/1989 | Middlesbrough FC | - | Manchester United | 1:0 | ||||
| 21. Round | 13/01/1989 | Manchester United | - | Millwall FC | 3:0 |  |
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| 22. Round | 20/01/1989 | West Ham United | - | Manchester United | 1:3 | ||||
| 31. Round | 26/03/1989 | Nottingham Forest | - | Manchester United | 2:0 |
England