5. Round 28/09/1999 Crystal Palace - Wolverhampton Wanderers 1:1
10. Round 03/10/1999 Wolverhampton Wanderers - West Bromwich Albion 1:1
11. Round 09/10/1999 Wolverhampton Wanderers - Bolton Wanderers 1:0
12. Round 16/10/1999 Barnsley FC - Wolverhampton Wanderers 1:2 Goal
13. Round 19/10/1999 Fulham FC - Wolverhampton Wanderers 0:1
14. Round 23/10/1999 Wolverhampton Wanderers - Port Vale FC 2:2
15. Round 26/10/1999 Wolverhampton Wanderers - Sheffield United 1:0
16. Round 31/10/1999 West Bromwich Albion - Wolverhampton Wanderers 1:1
17. Round 06/11/1999 Wolverhampton Wanderers - Grimsby Town 3:0
19. Round 20/11/1999 Wolverhampton Wanderers - Swindon Town 1:1
20. Round 24/11/1999 Ipswich Town - Wolverhampton Wanderers 1:0
21. Round 27/11/1999 Tranmere Rovers - Wolverhampton Wanderers 1:0
22. Round 03/12/1999 Wolverhampton Wanderers - Manchester City 4:1
23. Round 17/12/1999 Wolverhampton Wanderers - Birmingham City 2:1
26. Round 03/01/2000 Blackburn Rovers - Wolverhampton Wanderers 1:1 yellow card
31. Round 12/02/2000 Charlton Athletic - Wolverhampton Wanderers 2:0
32. Round 16/02/2000 Wolverhampton Wanderers - Tranmere Rovers 4:0
33. Round 26/02/2000 Wolverhampton Wanderers - Nottingham Forest 3:0
34. Round 04/03/2000 Huddersfield Town - Wolverhampton Wanderers 2:0
35. Round 07/03/2000 Grimsby Town - Wolverhampton Wanderers 1:0 yellow card
38. Round 21/03/2000 Wolverhampton Wanderers - Crewe Alexandra 2:0 Goal
39. Round 25/03/2000 Wolverhampton Wanderers - Stockport County 2:2
41. Round 08/04/2000 Wolverhampton Wanderers - Blackburn Rovers 2:1
42. Round 15/04/2000 Norwich City - Wolverhampton Wanderers 1:0
43. Round 22/04/2000 Wolverhampton Wanderers - Barnsley FC 2:0
45. Round 30/04/2000 Wolverhampton Wanderers - Fulham FC 3:0 Goal
44. Round 03/05/2000 Bolton Wanderers - Wolverhampton Wanderers 2:1
46. Round 07/05/2000 Port Vale FC - Wolverhampton Wanderers 0:1 yellow card