| 12. Round | 08/11/1998 | Arsenal FC | - | Everton FC | 1:0 |  |
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| 16. Round | 05/12/1998 | Derby County | - | Arsenal FC | 0:0 | ||||
| 17. Round | 13/12/1998 | Aston Villa | - | Arsenal FC | 3:2 | ||||
| 18. Round | 20/12/1998 | Arsenal FC | - | Leeds United | 3:1 |  |
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| 19. Round | 26/12/1998 | Arsenal FC | - | West Ham United | 1:0 | ||||
| 20. Round | 28/12/1998 | Charlton Athletic | - | Arsenal FC | 0:1 | ||||
| 26. Round | 20/02/1999 | Arsenal FC | - | Leicester City | 5:0 | ||||
| 33. Round | 05/05/1999 | Tottenham Hotspur | - | Arsenal FC | 1:3 |
France