| 1. Ronde | 08.08.1998 | Wolverhampton Wanderers | - | Tranmere Rovers | 2:0 | ||||
| 2. Ronde | 15.08.1998 | Oxford United | - | Wolverhampton Wanderers | 0:2 |  |
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| 3. Ronde | 22.08.1998 | Wolverhampton Wanderers | - | Swindon Town | 1:0 | ||||
| 4. Ronde | 28.08.1998 | Watford FC | - | Wolverhampton Wanderers | 0:2 | |
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| 5. Ronde | 31.08.1998 | Wolverhampton Wanderers | - | Stockport County | 2:2 |  |
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| 7. Ronde | 08.09.1998 | Port Vale FC | - | Wolverhampton Wanderers | 2:1 | ||||
| 8. Ronde | 12.09.1998 | Wolverhampton Wanderers | - | Sunderland AFC | 1:1 | ||||
| 9. Ronde | 19.09.1998 | Huddersfield Town | - | Wolverhampton Wanderers | 2:1 | ||||
| 10. Ronde | 26.09.1998 | Wolverhampton Wanderers | - | Bury FC | 1:0 | |
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| 11. Ronde | 29.09.1998 | Wolverhampton Wanderers | - | Queens Park Rangers | 1:2 | ||||
| 12. Ronde | 03.10.1998 | Crewe Alexandra | - | Wolverhampton Wanderers | 0:0 | ||||
| 43. Ronde | 17.04.1999 | Birmingham City | - | Wolverhampton Wanderers | 0:1 | ||||
| 44. Ronde | 25.04.1999 | Wolverhampton Wanderers | - | West Bromwich Albion | 1:1 | ||||
| 39. Ronde | 04.05.1999 | Grimsby Town | - | Wolverhampton Wanderers | 0:0 | ||||
| 46. Ronde | 09.05.1999 | Wolverhampton Wanderers | - | Bradford City | 2:3 |
Engeland