1. Round 07/08/1998 Wolverhampton Wanderers - Tranmere Rovers 2:0
12. Round 02/10/1998 Crewe Alexandra - Wolverhampton Wanderers 0:0
14. Round 16/10/1998 Portsmouth FC - Wolverhampton Wanderers 1:0
15. Round 19/10/1998 Crystal Palace - Wolverhampton Wanderers 3:2
16. Round 23/10/1998 Wolverhampton Wanderers - Grimsby Town 2:0 yellow card
17. Round 30/10/1998 Wolverhampton Wanderers - Barnsley FC 1:1
6. Round 02/11/1998 Ipswich Town - Wolverhampton Wanderers 2:0
18. Round 06/11/1998 Bristol City - Wolverhampton Wanderers 1:6
13. Round 09/11/1998 Wolverhampton Wanderers - Sheffield United 2:1
19. Round 13/11/1998 Norwich City - Wolverhampton Wanderers 0:0
20. Round 21/11/1998 Wolverhampton Wanderers - Birmingham City 3:1
21. Round 28/11/1998 West Bromwich Albion - Wolverhampton Wanderers 2:0
22. Round 04/12/1998 Wolverhampton Wanderers - Bolton Wanderers 1:1
23. Round 11/12/1998 Wolverhampton Wanderers - Norwich City 2:2
24. Round 18/12/1998 Bradford City - Wolverhampton Wanderers 2:1
26. Round 27/12/1998 Wolverhampton Wanderers - Ipswich Town 1:0
27. Round 07/01/1999 Tranmere Rovers - Wolverhampton Wanderers 1:2
28. Round 15/01/1999 Wolverhampton Wanderers - Watford FC 0:0
35. Round 05/03/1999 Queens Park Rangers - Wolverhampton Wanderers 0:1
37. Round 12/03/1999 Wolverhampton Wanderers - Bristol City 3:0
34. Round 15/03/1999 Bury FC - Wolverhampton Wanderers 0:0
38. Round 19/03/1999 Barnsley FC - Wolverhampton Wanderers 2:3
36. Round 29/03/1999 Wolverhampton Wanderers - Crewe Alexandra 3:0
40. Round 02/04/1999 Wolverhampton Wanderers - Portsmouth FC 2:0
41. Round 04/04/1999 Sheffield United - Wolverhampton Wanderers 1:1
42. Round 09/04/1999 Wolverhampton Wanderers - Crystal Palace 0:0
43. Round 16/04/1999 Birmingham City - Wolverhampton Wanderers 0:1 Goal
44. Round 24/04/1999 Wolverhampton Wanderers - West Bromwich Albion 1:1
45. Round 29/04/1999 Bolton Wanderers - Wolverhampton Wanderers 1:1 Goal
39. Round 03/05/1999 Grimsby Town - Wolverhampton Wanderers 0:0
46. Round 08/05/1999 Wolverhampton Wanderers - Bradford City 2:3