| Portsmouth FC v Ipswich Town FC 22/08/1998 | View match | |
| Huddersfield Town FC v Portsmouth FC 29/08/1998 | View match | |
| Portsmouth FC v Queens Park Rangers FC 31/08/1998 | View match | |
| Oxford United FC v Portsmouth FC 06/09/1998 | View match | |
| Bury FC v Portsmouth FC 08/09/1998 | View match | |
| Portsmouth FC v Swindon Town FC 12/09/1998 | View match | |
| Portsmouth FC v Wimbledon 15/09/1998 | View match | |
| Port Vale FC v Portsmouth FC 19/09/1998 | View match | |
| Wimbledon v Portsmouth FC 22/09/1998 | View match | |
| Portsmouth FC v Sunderland FC 26/09/1998 | £6.00 | |
| Portsmouth FC v Birmingham City FC 29/09/1998 | View match | |
| Sheffield United FC v Portsmouth FC 03/10/1998 | View match |