17. Round | 30/10/1998 | Port Vale FC | - | Sheffield United | 2:3 | ||||
27. Round | 08/01/1999 | Birmingham City | - | Port Vale FC | 1:0 | ||||
28. Round | 15/01/1999 | Port Vale FC | - | Swindon Town | 0:1 | ||||
29. Round | 29/01/1999 | Ipswich Town | - | Port Vale FC | 1:0 | ||||
30. Round | 05/02/1999 | Port Vale FC | - | Huddersfield Town | 2:0 | ||||
31. Round | 12/02/1999 | Wolverhampton Wanderers | - | Port Vale FC | 3:1 | ||||
32. Round | 19/02/1999 | Port Vale FC | - | Crystal Palace | 1:0 | ||||
33. Round | 26/02/1999 | Portsmouth FC | - | Port Vale FC | 4:0 | ||||
36. Round | 08/03/1999 | Norwich City | - | Port Vale FC | 3:4 | ||||
37. Round | 12/03/1999 | Port Vale FC | - | Stockport County | 1:1 | ||||
38. Round | 19/03/1999 | Sheffield United | - | Port Vale FC | 3:0 | ||||
34. Round | 22/03/1999 | Port Vale FC | - | Grimsby Town | 0:1 | ||||
44. Round | 23/04/1999 | Tranmere Rovers | - | Port Vale FC | 1:1 | ||||
45. Round | 30/04/1999 | Port Vale FC | - | Queens Park Rangers | 2:0 | ||||
46. Round | 08/05/1999 | Bury FC | - | Port Vale FC | 1:0 |