| 3e tour | 04.01.1999 | Preston North End | - | Arsenal FC | 2:4 | ||||
| 4e tour | 24.01.1999 | Wolverhampton Wanderers | - | Arsenal FC | 1:2 | ||||
| tour des 16 | 23.02.1999 | Arsenal FC | - | Sheffield United | 2:1 | ||||
| Quarts de finale | 06.03.1999 | Arsenal FC | - | Derby County | 1:0 |  |
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| Demi-finales | 11.04.1999 | Manchester United | - | Arsenal FC | 0:0 ap |  |
Argentine