| 1. Ronde | 08.08.1998 | Sunderland AFC | - | Queens Park Rangers | 1:0 |  |
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| 2. Ronde | 15.08.1998 | Swindon Town | - | Sunderland AFC | 1:1 | ||||
| 8. Ronde | 12.09.1998 | Wolverhampton Wanderers | - | Sunderland AFC | 1:1 | ||||
| 15. Ronde | 21.10.1998 | Huddersfield Town | - | Sunderland AFC | 1:1 | ||||
| 17. Ronde | 01.11.1998 | Bolton Wanderers | - | Sunderland AFC | 0:3 | ||||
| 6. Ronde | 03.11.1998 | Crewe Alexandra | - | Sunderland AFC | 1:4 | ||||
| 18. Ronde | 07.11.1998 | Sunderland AFC | - | Grimsby Town | 3:1 | ||||
| 19. Ronde | 14.11.1998 | Port Vale FC | - | Sunderland AFC | 0:2 | ||||
| 20. Ronde | 21.11.1998 | Sunderland AFC | - | Barnsley FC | 2:3 |  |
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| 21. Ronde | 28.11.1998 | Sheffield United | - | Sunderland AFC | 0:4 | ||||
| 22. Ronde | 05.12.1998 | Sunderland AFC | - | Stockport County | 1:0 | ||||
| 23. Ronde | 12.12.1998 | Sunderland AFC | - | Port Vale FC | 2:0 | ||||
| 13. Ronde | 15.12.1998 | Sunderland AFC | - | Crystal Palace | 2:0 | |
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| 24. Ronde | 19.12.1998 | Birmingham City | - | Sunderland AFC | 0:0 | ||||
| 25. Ronde | 26.12.1998 | Tranmere Rovers | - | Sunderland AFC | 1:0 | ||||
| 26. Ronde | 28.12.1998 | Sunderland AFC | - | Crewe Alexandra | 2:0 |
Engeland