3. Round | 21/08/1999 | Tranmere Rovers | - | Huddersfield Town | 1:0 | ||||
7. Round | 11/09/1999 | Blackburn Rovers | - | Tranmere Rovers | 2:0 | ||||
8. Round | 18/09/1999 | Tranmere Rovers | - | Portsmouth FC | 2:4 | ||||
9. Round | 25/09/1999 | Tranmere Rovers | - | Charlton Athletic | 2:2 | ||||
10. Round | 03/10/1999 | Crewe Alexandra | - | Tranmere Rovers | 0:2 | ||||
11. Round | 09/10/1999 | Queens Park Rangers | - | Tranmere Rovers | 2:1 | ||||
12. Round | 16/10/1999 | Tranmere Rovers | - | Manchester City | 1:1 | ||||
13. Round | 19/10/1999 | Tranmere Rovers | - | Grimsby Town | 3:2 | ||||
14. Round | 23/10/1999 | Crystal Palace | - | Tranmere Rovers | 2:2 | ||||
32. Round | 16/02/2000 | Wolverhampton Wanderers | - | Tranmere Rovers | 4:0 | ||||
34. Round | 04/03/2000 | Tranmere Rovers | - | Blackburn Rovers | 2:1 | ||||
35. Round | 07/03/2000 | West Bromwich Albion | - | Tranmere Rovers | 2:0 | ||||
36. Round | 11/03/2000 | Tranmere Rovers | - | Birmingham City | 2:1 | ||||
37. Round | 18/03/2000 | Nottingham Forest | - | Tranmere Rovers | 1:1 |