1. Round | 07/08/1998 | Port Vale FC | - | Birmingham City | 0:2 | ||||
2. Round | 14/08/1998 | Huddersfield Town | - | Port Vale FC | 2:1 | ||||
3. Round | 21/08/1998 | Port Vale FC | - | West Bromwich Albion | 0:3 | ||||
12. Round | 02/10/1998 | Port Vale FC | - | Norwich City | 1:0 | ||||
13. Round | 10/10/1998 | Barnsley FC | - | Port Vale FC | 0:2 | ||||
14. Round | 16/10/1998 | Port Vale FC | - | Bristol City | 3:2 | ||||
26. Round | 27/12/1998 | Port Vale FC | - | Bolton Wanderers | 0:2 | ||||
44. Round | 23/04/1999 | Tranmere Rovers | - | Port Vale FC | 1:1 | ||||
39. Round | 26/04/1999 | Port Vale FC | - | Watford FC | 1:2 |