1. Round | 07/08/1998 | Wolverhampton Wanderers | - | Tranmere Rovers | 2:0 | ||||
2. Round | 14/08/1998 | Tranmere Rovers | - | Portsmouth FC | 1:1 | ||||
3. Round | 21/08/1998 | Sunderland AFC | - | Tranmere Rovers | 5:0 | ||||
13. Round | 09/10/1998 | Oxford United | - | Tranmere Rovers | 1:2 | ||||
14. Round | 16/10/1998 | Tranmere Rovers | - | Watford FC | 3:2 |