| Sunderland FC v Liverpool FC 20/11/1999 | View match | |
| Watford FC v Sunderland FC 27/11/1999 | View match | |
| Sunderland FC v Chelsea FC 04/12/1999 | £3.50 | |
| Sunderland FC v Portsmouth FC 11/12/1999 | View match | |
| Sunderland FC v Southampton FC 18/12/1999 | View match | |
| Everton FC v Sunderland FC 26/12/1999 | View match | |
| Sunderland FC v Manchester United FC 28/12/1999 | View match | |
| Wimbledon v Sunderland FC 03/01/2000 | View match | |
| Tranmere Rovers FC v Sunderland FC 08/01/2000 | View match | |
| Arsenal FC v Sunderland FC 15/01/2000 | View match | |
| Sunderland FC v Leeds United FC 23/01/2000 | View match | |
| Sunderland FC v Newcastle United FC 05/02/2000 | View match |