| 1. Jornada | 07.08.1999 | Tranmere Rovers | - | Bolton Wanderers | 0:0 | ||||
| 3. Jornada | 21.08.1999 | Tranmere Rovers | - | Huddersfield Town | 1:0 |  |
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| 4. Jornada | 28.08.1999 | Port Vale FC | - | Tranmere Rovers | 1:0 | ||||
| 5. Jornada | 30.08.1999 | Tranmere Rovers | - | Sheffield United | 1:3 | ||||
| 6. Jornada | 03.09.1999 | Barnsley FC | - | Tranmere Rovers | 3:0 | ||||
| 8. Jornada | 18.09.1999 | Tranmere Rovers | - | Portsmouth FC | 2:4 | ||||
| 10. Jornada | 03.10.1999 | Crewe Alexandra | - | Tranmere Rovers | 0:2 | ||||
| 13. Jornada | 19.10.1999 | Tranmere Rovers | - | Grimsby Town | 3:2 | ||||
| 15. Jornada | 26.10.1999 | Charlton Athletic | - | Tranmere Rovers | 3:2 | ||||
| 17. Jornada | 06.11.1999 | Tranmere Rovers | - | West Bromwich Albion | 3:0 | ||||
| 18. Jornada | 12.11.1999 | Ipswich Town | - | Tranmere Rovers | 0:0 | ||||
| 28. Jornada | 22.01.2000 | Huddersfield Town | - | Tranmere Rovers | 1:0 | ||||
| 30. Jornada | 05.02.2000 | Sheffield United | - | Tranmere Rovers | 3:1 | ||||
| 31. Jornada | 11.02.2000 | Tranmere Rovers | - | Barnsley FC | 2:2 | ||||
| 32. Jornada | 16.02.2000 | Wolverhampton Wanderers | - | Tranmere Rovers | 4:0 |
Inglaterra