| Portsmouth FC v Oldham Athletic FC 29/10/1988 | View match | |
| Birmingham City FC v Portsmouth FC 05/11/1988 | View match | |
| Portsmouth FC v Hull City FC 08/11/1988 | View match | |
| Portsmouth FC v Plymouth Argyle FC 12/11/1988 | View match | |
| Portsmouth FC v Barnsley FC 19/11/1988 | View match | |
| Blackburn Rovers FC v Portsmouth FC 26/11/1988 | View match | |
| 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 |