| 2. Jornada | 10.08.1999 | Wimbledon FC | - | Middlesbrough | 2:3 | ||||
| 4. Jornada | 21.08.1999 | Newcastle United | - | Wimbledon FC | 3:3 | ||||
| 5. Jornada | 25.08.1999 | Everton | - | Wimbledon FC | 4:0 | ||||
| 6. Jornada | 28.08.1999 | Wimbledon FC | - | Chelsea | 0:1 | ||||
| 10. Jornada | 02.10.1999 | Sheffield Wednesday | - | Wimbledon FC | 5:1 | ||||
| 11. Jornada | 16.10.1999 | Wimbledon FC | - | Bradford City | 3:2 | ||||
| 12. Jornada | 23.10.1999 | Aston Villa | - | Wimbledon FC | 1:1 | ||||
| 13. Jornada | 30.10.1999 | Wimbledon FC | - | Southampton | 1:1 | ||||
| 16. Jornada | 27.11.1999 | Middlesbrough | - | Wimbledon FC | 0:0 | ||||
| 19. Jornada | 26.12.1999 | Wimbledon FC | - | West Ham United | 2:2 | ||||
| 20. Jornada | 28.12.1999 | Liverpool | - | Wimbledon FC | 3:1 | ||||
| 23. Jornada | 22.01.2000 | Wimbledon FC | - | Newcastle United | 2:0 | ||||
| 24. Jornada | 06.02.2000 | Wimbledon FC | - | Everton | 0:3 | ||||
| 30. Jornada | 26.03.2000 | West Ham United | - | Wimbledon FC | 2:1 | ||||
| 32. Jornada | 08.04.2000 | Sunderland | - | Wimbledon FC | 2:1 | ||||
| 35. Jornada | 12.04.2000 | Wimbledon FC | - | Sheffield Wednesday | 0:2 | ||||
| 33. Jornada | 16.04.2000 | Wimbledon FC | - | Liverpool | 1:2 |
Inglaterra