1. Round 07/08/1998 Crystal Palace - Bolton Wanderers 2:2
2. Round 14/08/1998 Bolton Wanderers - Grimsby Town 2:0
3. Round 22/08/1998 Bradford City - Bolton Wanderers 2:2
4. Round 28/08/1998 Bolton Wanderers - Sheffield United 2:2
7. Round 07/09/1998 West Bromwich Albion - Bolton Wanderers 2:3 yellow card
8. Round 11/09/1998 Bolton Wanderers - Birmingham City 3:1
9. Round 18/09/1998 Crewe Alexandra - Bolton Wanderers 4:4
10. Round 25/09/1998 Bolton Wanderers - Huddersfield Town 3:0
11. Round 28/09/1998 Bolton Wanderers - Swindon Town 2:1
12. Round 02/10/1998 Barnsley FC - Bolton Wanderers 2:2
14. Round 16/10/1998 Bolton Wanderers - Oxford United 1:1
6. Round 03/11/1998 Bolton Wanderers - Port Vale FC 3:1
18. Round 06/11/1998 Queens Park Rangers - Bolton Wanderers 2:0
19. Round 13/11/1998 Bolton Wanderers - Tranmere Rovers 2:2
20. Round 20/11/1998 Ipswich Town - Bolton Wanderers 0:1
13. Round 23/11/1998 Stockport County - Bolton Wanderers 0:1
21. Round 27/11/1998 Bolton Wanderers - Bury FC 4:0
22. Round 04/12/1998 Wolverhampton Wanderers - Bolton Wanderers 1:1
23. Round 11/12/1998 Tranmere Rovers - Bolton Wanderers 1:1
24. Round 18/12/1998 Bolton Wanderers - Portsmouth FC 3:1
25. Round 25/12/1998 Bolton Wanderers - Bradford City 0:0
26. Round 27/12/1998 Port Vale FC - Bolton Wanderers 0:2
27. Round 09/01/1999 Bolton Wanderers - Crystal Palace 3:0
28. Round 15/01/1999 Sheffield United - Bolton Wanderers 1:2
29. Round 29/01/1999 Bolton Wanderers - Norwich City 2:0
30. Round 05/02/1999 Grimsby Town - Bolton Wanderers 0:1
31. Round 12/02/1999 Bolton Wanderers - West Bromwich Albion 2:1
32. Round 20/02/1999 Birmingham City - Bolton Wanderers 0:0
33. Round 26/02/1999 Bolton Wanderers - Crewe Alexandra 1:3
34. Round 01/03/1999 Huddersfield Town - Bolton Wanderers 3:2
35. Round 05/03/1999 Swindon Town - Bolton Wanderers 3:3
36. Round 08/03/1999 Bolton Wanderers - Barnsley FC 3:3
37. Round 12/03/1999 Bolton Wanderers - Queens Park Rangers 2:1
38. Round 19/03/1999 Sunderland AFC - Bolton Wanderers 3:1