6. Round 05/09/1999 Bolton Wanderers - Birmingham City 3:3
7. Round 11/09/1999 Charlton Athletic - Bolton Wanderers 2:1
8. Round 18/09/1999 Bolton Wanderers - Barnsley FC 2:2
9. Round 25/09/1999 Bolton Wanderers - Nottingham Forest 3:2
10. Round 02/10/1999 Swindon Town - Bolton Wanderers 0:4
11. Round 09/10/1999 Wolverhampton Wanderers - Bolton Wanderers 1:0
12. Round 16/10/1999 Bolton Wanderers - Huddersfield Town 1:0
13. Round 19/10/1999 Bolton Wanderers - Crewe Alexandra 2:2
14. Round 24/10/1999 Norwich City - Bolton Wanderers 2:1
15. Round 27/10/1999 Nottingham Forest - Bolton Wanderers 1:1
16. Round 30/10/1999 Bolton Wanderers - Swindon Town 2:0
17. Round 06/11/1999 Bolton Wanderers - Crystal Palace 2:0
18. Round 14/11/1999 Sheffield United - Bolton Wanderers 1:2
19. Round 20/11/1999 Bolton Wanderers - Grimsby Town 2:0
20. Round 23/11/1999 Fulham FC - Bolton Wanderers 1:1
21. Round 27/11/1999 Portsmouth FC - Bolton Wanderers 0:0
23. Round 18/12/1999 Bolton Wanderers - Stockport County 0:1 yellow card
25. Round 28/12/1999 Bolton Wanderers - West Bromwich Albion 1:1
26. Round 03/01/2000 Walsall FC - Bolton Wanderers 2:0
27. Round 15/01/2000 Queens Park Rangers - Bolton Wanderers 0:1
28. Round 22/01/2000 Bolton Wanderers - Ipswich Town 1:1
30. Round 05/02/2000 Bolton Wanderers - Blackburn Rovers 3:1 Goal
24. Round 08/02/2000 Port Vale FC - Bolton Wanderers 0:1
31. Round 12/02/2000 Birmingham City - Bolton Wanderers 2:1
32. Round 22/02/2000 Bolton Wanderers - Portsmouth FC 3:0
33. Round 26/02/2000 Barnsley FC - Bolton Wanderers 1:1
34. Round 04/03/2000 Bolton Wanderers - Charlton Athletic 0:2
35. Round 07/03/2000 Crystal Palace - Bolton Wanderers 0:0 yellow-red card
36. Round 11/03/2000 Bolton Wanderers - Fulham FC 3:1
40. Round 14/03/2000 Stockport County - Bolton Wanderers 0:0
37. Round 18/03/2000 Grimsby Town - Bolton Wanderers 0:1 Goal
39. Round 25/03/2000 Bolton Wanderers - Port Vale FC 2:1
41. Round 08/04/2000 Bolton Wanderers - Walsall FC 4:3
42. Round 15/04/2000 West Bromwich Albion - Bolton Wanderers 4:4 GoalGoal
43. Round 22/04/2000 Huddersfield Town - Bolton Wanderers 0:3
45. Round 29/04/2000 Crewe Alexandra - Bolton Wanderers 1:3
44. Round 03/05/2000 Bolton Wanderers - Wolverhampton Wanderers 2:1
46. Round 07/05/2000 Bolton Wanderers - Norwich City 1:0