1. Round | 07/08/1998 | Portsmouth FC | - | Watford FC | 1:2 | ||||
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 | ||||
7. Round | 07/09/1998 | Bury FC | - | Portsmouth FC | 2:1 | ||||
8. Round | 11/09/1998 | Portsmouth FC | - | Swindon Town | 5:2 | ||||
15. Round | 19/10/1998 | Portsmouth FC | - | Bradford City | 2:4 | ||||
19. Round | 13/11/1998 | Grimsby Town | - | Portsmouth FC | 1:1 | ||||
21. Round | 27/11/1998 | Stockport County | - | Portsmouth FC | 2:0 | ||||
25. Round | 25/12/1998 | Ipswich Town | - | Portsmouth FC | 3:0 | ||||
26. Round | 27/12/1998 | Portsmouth FC | - | Oxford United | 2:2 |