| 2. Jornada | 10.08.1999 | Derby County | - | Arsenal | 1:2 | ||||
| 3. Jornada | 14.08.1999 | Sunderland | - | Arsenal | 0:0 |  |
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| 4. Jornada | 22.08.1999 | Arsenal | - | Manchester United | 1:2 | ||||
| 5. Jornada | 25.08.1999 | Arsenal | - | Bradford City | 2:0 | ||||
| 13. Jornada | 30.10.1999 | Arsenal | - | Newcastle United | 0:0 | ||||
| 15. Jornada | 20.11.1999 | Arsenal | - | Middlesbrough | 5:1 | ||||
| 16. Jornada | 28.11.1999 | Arsenal | - | Derby County | 2:1 | ||||
| 17. Jornada | 04.12.1999 | Leicester City | - | Arsenal | 0:3 |
Inglaterra