2. Round 14/08/1998 Oxford United - Wolverhampton Wanderers 0:2
3. Round 21/08/1998 Wolverhampton Wanderers - Swindon Town 1:0
4. Round 27/08/1998 Watford FC - Wolverhampton Wanderers 0:2
5. Round 30/08/1998 Wolverhampton Wanderers - Stockport County 2:2
7. Round 07/09/1998 Port Vale FC - Wolverhampton Wanderers 2:1
8. Round 11/09/1998 Wolverhampton Wanderers - Sunderland AFC 1:1
9. Round 18/09/1998 Huddersfield Town - Wolverhampton Wanderers 2:1
10. Round 25/09/1998 Wolverhampton Wanderers - Bury FC 1:0
11. Round 28/09/1998 Wolverhampton Wanderers - Queens Park Rangers 1:2
14. Round 16/10/1998 Portsmouth FC - Wolverhampton Wanderers 1:0
15. Round 19/10/1998 Crystal Palace - Wolverhampton Wanderers 3:2
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 Goal
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
31. Round 12/02/1999 Wolverhampton Wanderers - Port Vale FC 3:1
36. Round 29/03/1999 Wolverhampton Wanderers - Crewe Alexandra 3:0
42. Round 09/04/1999 Wolverhampton Wanderers - Crystal Palace 0:0