| 2. Jornada | 14.08.1999 | Port Vale FC | - | West Bromwich Albion | 1:2 | ||||
| 3. Jornada | 21.08.1999 | Birmingham City | - | Port Vale FC | 4:2 | ||||
| 4. Jornada | 28.08.1999 | Port Vale FC | - | Tranmere Rovers | 1:0 | ||||
| 28. Jornada | 22.01.2000 | Port Vale FC | - | Birmingham City | 3:1 | ||||
| 30. Jornada | 05.02.2000 | Port Vale FC | - | Queens Park Rangers | 1:1 | ||||
| 24. Jornada | 08.02.2000 | Port Vale FC | - | Bolton Wanderers | 0:1 | ||||
| 31. Jornada | 12.02.2000 | Grimsby Town | - | Port Vale FC | 2:0 | ||||
| 35. Jornada | 07.03.2000 | Crewe Alexandra | - | Port Vale FC | 2:1 | ||||
| 36. Jornada | 11.03.2000 | Port Vale FC | - | Sheffield United | 2:3 | ||||
| 37. Jornada | 18.03.2000 | Crystal Palace | - | Port Vale FC | 1:1 | ||||
| 38. Jornada | 21.03.2000 | Port Vale FC | - | Walsall FC | 1:2 | ||||
| 45. Jornada | 29.04.2000 | Nottingham Forest | - | Port Vale FC | 2:0 | ||||
| 46. Jornada | 07.05.2000 | Port Vale FC | - | Wolverhampton Wanderers | 0:1 |
Inglaterra