| 9. Round | 14/10/1989 | Arsenal FC | - | Manchester City | 4:0 | ||||
| 4. Round | 18/10/1989 | Tottenham Hotspur | - | Arsenal FC | 2:1 | ||||
| 11. Round | 28/10/1989 | Arsenal FC | - | Derby County | 1:1 | ||||
| 14. Round | 17/11/1989 | Arsenal FC | - | Queens Park Rangers | 3:0 |  |
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| 15. Round | 25/11/1989 | Liverpool FC | - | Arsenal FC | 2:1 | ||||
| 18. Round | 15/12/1989 | Arsenal FC | - | Luton Town | 3:2 |
Iceland