2. Round | 14/08/1999 | Port Vale FC | - | West Bromwich Albion | 1:2 | ||||
3. Round | 21/08/1999 | Birmingham City | - | Port Vale FC | 4:2 | ||||
4. Round | 28/08/1999 | Port Vale FC | - | Tranmere Rovers | 1:0 | ||||
28. Round | 22/01/2000 | Port Vale FC | - | Birmingham City | 3:1 | ||||
30. Round | 05/02/2000 | Port Vale FC | - | Queens Park Rangers | 1:1 | ||||
24. Round | 08/02/2000 | Port Vale FC | - | Bolton Wanderers | 0:1 | ||||
31. Round | 12/02/2000 | Grimsby Town | - | Port Vale FC | 2:0 | ||||
35. Round | 07/03/2000 | Crewe Alexandra | - | Port Vale FC | 2:1 | ||||
36. Round | 11/03/2000 | Port Vale FC | - | Sheffield United | 2:3 | ||||
37. Round | 18/03/2000 | Crystal Palace | - | Port Vale FC | 1:1 | ||||
38. Round | 21/03/2000 | Port Vale FC | - | Walsall FC | 1:2 | ||||
45. Round | 29/04/2000 | Nottingham Forest | - | Port Vale FC | 2:0 | ||||
46. Round | 07/05/2000 | Port Vale FC | - | Wolverhampton Wanderers | 0:1 |