1. Round | 07/08/1998 | Port Vale FC | - | Birmingham City | 0:2 | ||||
3. Round | 21/08/1998 | Port Vale FC | - | West Bromwich Albion | 0:3 | ||||
4. Round | 28/08/1998 | Swindon Town | - | Port Vale FC | 1:1 | ||||
14. Round | 16/10/1998 | Port Vale FC | - | Bristol City | 3:2 | ||||
15. Round | 19/10/1998 | Port Vale FC | - | Crewe Alexandra | 1:0 | ||||
16. Round | 23/10/1998 | Watford FC | - | Port Vale FC | 2:2 | ||||
18. Round | 07/11/1998 | Stockport County | - | Port Vale FC | 4:2 | ||||
19. Round | 13/11/1998 | Port Vale FC | - | Sunderland AFC | 0:2 | ||||
20. Round | 20/11/1998 | Oxford United | - | Port Vale FC | 2:1 | ||||
21. Round | 27/11/1998 | Port Vale FC | - | Tranmere Rovers | 2:2 | ||||
22. Round | 04/12/1998 | Queens Park Rangers | - | Port Vale FC | 3:2 | ||||
25. Round | 25/12/1998 | West Bromwich Albion | - | Port Vale FC | 3:2 | ||||
26. Round | 27/12/1998 | Port Vale FC | - | Bolton Wanderers | 0:2 | ||||
29. Round | 29/01/1999 | Ipswich Town | - | Port Vale FC | 1:0 | ||||
41. Round | 04/04/1999 | Port Vale FC | - | Barnsley FC | 1:0 |