| 11. Jornada | 18.10.1999 | Sunderland | - | Aston Villa | 2:1 | ||||
| 14. Jornada | 06.11.1999 | Middlesbrough | - | Sunderland | 1:1 |  |
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| 15. Jornada | 20.11.1999 | Sunderland | - | Liverpool | 0:2 | ||||
| 16. Jornada | 27.11.1999 | Watford FC | - | Sunderland | 2:3 | ||||
| 19. Jornada | 26.12.1999 | Everton | - | Sunderland | 5:0 | ||||
| 20. Jornada | 28.12.1999 | Sunderland | - | Manchester United | 2:2 | ||||
| 23. Jornada | 23.01.2000 | Sunderland | - | Leeds United | 1:2 | ||||
| 24. Jornada | 05.02.2000 | Sunderland | - | Newcastle United | 2:2 |
Irlanda