| Portsmouth FC v West Bromwich Albion FC 03/12/1988 | View match | |
| Chelsea FC v Portsmouth FC 10/12/1988 | £4.50 | |
| Chelsea FC v Portsmouth FC 10/12/1988 | £4.00 | |
| Portsmouth FC v Brighton & Hove Albion FC 17/12/1988 | View match | |
| Middlesbrough FC v Portsmouth FC 21/12/1988 | View match | |
| Watford FC v Portsmouth FC 26/12/1988 | View match | |
| 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 |