| 14. Ronde | 17.10.1998 | Portsmouth FC | - | Wolverhampton Wanderers | 1:0 | ||||
| 19. Ronde | 14.11.1998 | Norwich City | - | Wolverhampton Wanderers | 0:0 | ||||
| 24. Ronde | 19.12.1998 | Bradford City | - | Wolverhampton Wanderers | 2:1 | ||||
| 25. Ronde | 26.12.1998 | Swindon Town | - | Wolverhampton Wanderers | 1:0 | ||||
| 26. Ronde | 28.12.1998 | Wolverhampton Wanderers | - | Ipswich Town | 1:0 | ||||
| 27. Ronde | 08.01.1999 | Tranmere Rovers | - | Wolverhampton Wanderers | 1:2 | ||||
| 28. Ronde | 16.01.1999 | Wolverhampton Wanderers | - | Watford FC | 0:0 | ||||
| 29. Ronde | 30.01.1999 | Stockport County | - | Wolverhampton Wanderers | 1:2 | ||||
| 30. Ronde | 06.02.1999 | Wolverhampton Wanderers | - | Oxford United | 1:1 | ||||
| 31. Ronde | 13.02.1999 | Wolverhampton Wanderers | - | Port Vale FC | 3:1 | ||||
| 32. Ronde | 20.02.1999 | Sunderland AFC | - | Wolverhampton Wanderers | 2:1 | ||||
| 33. Ronde | 27.02.1999 | Wolverhampton Wanderers | - | Huddersfield Town | 2:2 | ||||
| 35. Ronde | 06.03.1999 | Queens Park Rangers | - | Wolverhampton Wanderers | 0:1 |  |
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| 37. Ronde | 13.03.1999 | Wolverhampton Wanderers | - | Bristol City | 3:0 | ||||
| 34. Ronde | 16.03.1999 | Bury FC | - | Wolverhampton Wanderers | 0:0 |
Engeland