1. Round | 18/08/1989 | Manchester United | - | Arsenal FC | 4:1 | ||||
2. Round | 21/08/1989 | Crystal Palace | - | Manchester United | 1:1 | ||||
5. Round | 08/09/1989 | Everton FC | - | Manchester United | 3:2 | ||||
6. Round | 15/09/1989 | Manchester United | - | Millwall FC | 5:1 | ||||
7. Round | 22/09/1989 | Manchester City | - | Manchester United | 5:1 | ||||
9. Round | 14/10/1989 | Manchester United | - | Sheffield Wednesday | 0:0 | ||||
10. Round | 21/10/1989 | Coventry City | - | Manchester United | 1:4 | ||||
11. Round | 28/10/1989 | Manchester United | - | Southampton FC | 2:1 | ||||
12. Round | 03/11/1989 | Charlton Athletic | - | Manchester United | 2:0 | ||||
24. Round | 02/02/1990 | Manchester United | - | Manchester City | 1:1 | ||||
27. Round | 23/02/1990 | Chelsea FC | - | Manchester United | 1:0 | ||||
29. Round | 20/03/1990 | Sheffield Wednesday | - | Manchester United | 1:0 | ||||
31. Round | 23/03/1990 | Southampton FC | - | Manchester United | 0:2 | ||||
32. Round | 30/03/1990 | Manchester United | - | Coventry City | 3:0 |