1. Round | 07/08/1999 | Blackburn Rovers | - | Port Vale FC | 0:0 | ||||
2. Round | 14/08/1999 | Port Vale FC | - | West Bromwich Albion | 1:2 | ||||
33. Round | 26/02/2000 | Port Vale FC | - | Stockport County | 1:1 | ||||
34. Round | 04/03/2000 | Fulham FC | - | Port Vale FC | 3:1 | ||||
37. Round | 18/03/2000 | Crystal Palace | - | Port Vale FC | 1:1 | ||||
38. Round | 21/03/2000 | Port Vale FC | - | Walsall FC | 1:2 | ||||
39. Round | 25/03/2000 | Bolton Wanderers | - | Port Vale FC | 2:1 | ||||
40. Round | 01/04/2000 | Port Vale FC | - | Portsmouth FC | 2:0 | ||||
32. Round | 04/04/2000 | Port Vale FC | - | Charlton Athletic | 2:2 | ||||
41. Round | 08/04/2000 | Ipswich Town | - | Port Vale FC | 3:0 | ||||
42. Round | 15/04/2000 | Port Vale FC | - | Barnsley FC | 2:2 | ||||
29. Round | 18/04/2000 | Tranmere Rovers | - | Port Vale FC | 2:1 | ||||
43. Round | 22/04/2000 | Norwich City | - | Port Vale FC | 0:0 | ||||
44. Round | 24/04/2000 | Port Vale FC | - | Huddersfield Town | 1:2 | ||||
45. Round | 29/04/2000 | Nottingham Forest | - | Port Vale FC | 2:0 |