| Sunderland FC v Crewe Alexandra FC 28/12/1998 | View match | |
| Lincoln City FC v Sunderland FC 02/01/1999 | View match | |
| Queens Park Rangers FC v Sunderland FC 09/01/1999 | £4.50 | |
| Queens Park Rangers FC v Sunderland FC 09/01/1999 | £5.00 | |
| Sunderland FC v Ipswich Town FC 17/01/1999 | View match | |
| Blackburn Rovers FC v Sunderland FC 23/01/1999 | View match | |
| Sunderland FC v Leicester City FC 26/01/1999 | View match | |
| Watford FC v Sunderland FC 30/01/1999 | View match | |
| Sunderland FC v Swindon Town FC 06/02/1999 | View match | |
| Bristol City FC v Sunderland FC 13/02/1999 | View match | |
| Leicester City FC v Sunderland FC 17/02/1999 | View match | |
| Sunderland FC v Wolverhampton Wanderers FC 20/02/1999 | View match |