1. Round 08/08/1999 Manchester City - Wolverhampton Wanderers 0:1
4. Round 28/08/1999 Wolverhampton Wanderers - Walsall FC 1:2
7. Round 11/09/1999 Wolverhampton Wanderers - Huddersfield Town 0:1
8. Round 19/09/1999 Nottingham Forest - Wolverhampton Wanderers 1:1 yellow card
9. Round 25/09/1999 Sheffield United - Wolverhampton Wanderers 3:0
5. Round 28/09/1999 Crystal Palace - Wolverhampton Wanderers 1:1 yellow card
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 yellow card
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 yellow card
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 yellow card
22. Round 03/12/1999 Wolverhampton Wanderers - Manchester City 4:1 yellow card
18. Round 14/12/1999 Crewe Alexandra - Wolverhampton Wanderers 1:0
23. Round 17/12/1999 Wolverhampton Wanderers - Birmingham City 2:1 yellow card
24. Round 26/12/1999 Stockport County - Wolverhampton Wanderers 3:2
28. Round 22/01/2000 Wolverhampton Wanderers - Queens Park Rangers 3:2
42. Round 15/04/2000 Norwich City - Wolverhampton Wanderers 1:0 yellow-red card
46. Round 07/05/2000 Port Vale FC - Wolverhampton Wanderers 0:1