| Portsmouth FC v Bradford City FC 20/10/1998 | View match | |
| Barnsley FC v Portsmouth FC 24/10/1998 | View match | |
| Crystal Palace FC v Portsmouth FC 07/11/1998 | £3.00 | |
| Portsmouth FC v Norwich City FC 10/11/1998 | View match | |
| Grimsby Town FC v Portsmouth FC 14/11/1998 | View match | |
| Portsmouth FC v West Bromwich Albion FC 21/11/1998 | View match | |
| Stockport County FC v Portsmouth FC 28/11/1998 | View match | |
| Portsmouth FC v Crewe Alexandra FC 05/12/1998 | View match | |
| Portsmouth FC v Grimsby Town FC 13/12/1998 | View match | |
| Bolton Wanderers FC v Portsmouth FC 19/12/1998 | View match | |
| Ipswich Town FC v Portsmouth FC 26/12/1998 | View match | |
| Portsmouth FC v Oxford United FC 28/12/1998 | View match |