| 1. Journée | 07.08.1999 | Leeds United | - | Derby County | 0:0 | ||||
| 2. Journée | 10.08.1999 | Derby County | - | Arsenal FC | 1:2 | ||||
| 3. Journée | 14.08.1999 | Derby County | - | Middlesbrough FC | 1:3 | ||||
| 6. Journée | 28.08.1999 | Derby County | - | Everton FC | 1:0 | ||||
| 7. Journée | 11.09.1999 | Wimbledon FC | - | Derby County | 2:2 | ||||
| 8. Journée | 18.09.1999 | Derby County | - | Sunderland AFC | 0:5 | ||||
| 9. Journée | 25.09.1999 | Derby County | - | Bradford City | 0:1 |  |
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| 11. Journée | 16.10.1999 | Derby County | - | Tottenham Hotspur | 0:1 | ||||
| 12. Journée | 25.10.1999 | Newcastle United | - | Derby County | 2:0 |
Italie