| Sunderland FC v Portsmouth FC 31/12/1988 | View match | |
| Portsmouth FC v Swindon Town FC 02/01/1989 | View match | |
| Portsmouth FC v Swindon Town FC 07/01/1989 | View match | |
| Swindon Town FC v Portsmouth FC 10/01/1989 | View match | |
| Leicester City FC v Portsmouth FC 14/01/1989 | View match | |
| Portsmouth FC v Shrewsbury Town FC 21/01/1989 | View match | |
| Portsmouth FC v Tottenham Hotspur FC 28/01/1989 | View match | |
| Portsmouth FC v Manchester City FC 04/02/1989 | £6.00 | |
| Portsmouth FC v Manchester City FC 04/02/1989 | £2.00 | |
| Oxford United FC v Portsmouth FC 11/02/1989 | View match | |
| Portsmouth FC v Walsall FC 18/02/1989 | View match | |
| AFC Bournemouth v Portsmouth FC 25/02/1989 | View match |