9. Round | 18/09/1998 | Port Vale FC | - | Portsmouth FC | 0:2 | ||||
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 | ||||
17. Round | 09/11/1998 | Portsmouth FC | - | Norwich City | 1:2 | ||||
19. Round | 13/11/1998 | Grimsby Town | - | Portsmouth FC | 1:1 | ||||
20. Round | 20/11/1998 | Portsmouth FC | - | West Bromwich Albion | 2:1 | ||||
25. Round | 25/12/1998 | Ipswich Town | - | Portsmouth FC | 3:0 | ||||
26. Round | 27/12/1998 | Portsmouth FC | - | Oxford United | 2:2 | ||||
28. Round | 15/01/1999 | Portsmouth FC | - | Huddersfield Town | 1:0 | ||||
29. Round | 29/01/1999 | Queens Park Rangers | - | Portsmouth FC | 1:1 | ||||
32. Round | 19/02/1999 | Swindon Town | - | Portsmouth FC | 3:3 | ||||
34. Round | 01/03/1999 | Sunderland AFC | - | Portsmouth FC | 2:0 | ||||
35. Round | 05/03/1999 | Birmingham City | - | Portsmouth FC | 4:1 |