| Sheffield United FC v Portsmouth FC 31/10/1989 | £3.00 | |
| Barnsley FC v Portsmouth FC 04/11/1989 | View match | |
| Portsmouth FC v Port Vale FC 11/11/1989 | View match | |
| Portsmouth FC v West Bromwich Albion FC 18/11/1989 | View match | |
| Swindon Town FC v Portsmouth FC 26/11/1989 | View match | |
| Portsmouth FC v Watford FC 02/12/1989 | View match | |
| Portsmouth FC v Wimbledon 05/12/1989 | View match | |
| Plymouth Argyle FC v Portsmouth FC 10/12/1989 | View match | |
| Portsmouth FC v Sunderland FC 16/12/1989 | View match | |
| Brighton & Hove Albion FC v Portsmouth FC 26/12/1989 | £3.00 | |
| Oldham Athletic FC v Portsmouth FC 30/12/1989 | View match | |
| Portsmouth FC v Leicester City FC 01/01/1990 | View match |