| Sunderland FC v Chester City FC 15/09/1998 | View match | |
| Sunderland FC v Oxford United FC 19/09/1998 | View match | |
| Chester City FC v Sunderland FC 22/09/1998 | View match | |
| Portsmouth FC v Sunderland FC 26/09/1998 | £6.00 | |
| Norwich City FC v Sunderland FC 29/09/1998 | View match | |
| Sunderland FC v Bradford City FC 03/10/1998 | View match | |
| West Bromwich Albion FC v Sunderland FC 18/10/1998 | View match | |
| Huddersfield Town FC v Sunderland FC 21/10/1998 | View match | |
| Sunderland FC v Bury FC 24/10/1998 | View match | |
| Sunderland FC v Grimsby Town FC 27/10/1998 | View match | |
| Bolton Wanderers FC v Sunderland FC 01/11/1998 | View match | |
| Crewe Alexandra FC v Sunderland FC 03/11/1998 | View match |