1. Round | 07/08/1998 | Portsmouth FC | - | Watford FC | 1:2 | ||||
2. Round | 14/08/1998 | Tranmere Rovers | - | Portsmouth FC | 1:1 | ||||
4. Round | 28/08/1998 | Huddersfield Town | - | Portsmouth FC | 3:3 | ||||
5. Round | 30/08/1998 | Portsmouth FC | - | Queens Park Rangers | 3:0 | ||||
6. Round | 05/09/1998 | Oxford United | - | Portsmouth FC | 3:0 | ||||
10. Round | 25/09/1998 | Portsmouth FC | - | Sunderland AFC | 1:1 | ||||
11. Round | 28/09/1998 | Portsmouth FC | - | Birmingham City | 0:1 | ||||
12. Round | 02/10/1998 | Sheffield United | - | Portsmouth FC | 2:1 | ||||
13. Round | 09/10/1998 | Bristol City | - | Portsmouth FC | 2:2 | ||||
23. Round | 12/12/1998 | Portsmouth FC | - | Grimsby Town | 0:1 | ||||
24. Round | 18/12/1998 | Bolton Wanderers | - | Portsmouth FC | 3:1 | ||||
25. Round | 25/12/1998 | Ipswich Town | - | Portsmouth FC | 3:0 | ||||
26. Round | 27/12/1998 | Portsmouth FC | - | Oxford United | 2:2 | ||||
27. Round | 08/01/1999 | Watford FC | - | Portsmouth FC | 0:0 | ||||
28. Round | 15/01/1999 | Portsmouth FC | - | Huddersfield Town | 1:0 | ||||
30. Round | 05/02/1999 | Portsmouth FC | - | Tranmere Rovers | 1:1 |