| 9. Jornada | 19.09.1998 | Sunderland | - | Oxford United | 7:0 |  |
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| 10. Jornada | 26.09.1998 | Portsmouth FC | - | Sunderland | 1:1 | ||||
| 11. Jornada | 29.09.1998 | Norwich City | - | Sunderland | 2:2 | ||||
| 12. Jornada | 03.10.1998 | Sunderland | - | Bradford City | 0:0 | ||||
| 14. Jornada | 18.10.1998 | West Bromwich Albion | - | Sunderland | 2:3 |  |
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| 15. Jornada | 21.10.1998 | Huddersfield Town | - | Sunderland | 1:1 | ||||
| 16. Jornada | 24.10.1998 | Sunderland | - | Bury FC | 1:0 | ||||
| 22. Jornada | 05.12.1998 | Sunderland | - | Stockport County | 1:0 | ||||
| 23. Jornada | 12.12.1998 | Sunderland | - | Port Vale FC | 2:0 | ||||
| 13. Jornada | 15.12.1998 | Sunderland | - | Crystal Palace | 2:0 | ||||
| 24. Jornada | 19.12.1998 | Birmingham City | - | Sunderland | 0:0 | |
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| 25. Jornada | 26.12.1998 | Tranmere Rovers | - | Sunderland | 1:0 | ||||
| 26. Jornada | 28.12.1998 | Sunderland | - | Crewe Alexandra | 2:0 | ||||
| 27. Jornada | 09.01.1999 | Queens Park Rangers | - | Sunderland | 2:2 | ||||
| 28. Jornada | 17.01.1999 | Sunderland | - | Ipswich Town | 2:1 | |
Escocia