| Newcastle United FC v Portsmouth FC 16/09/1989 | View match | |
| Portsmouth FC v Manchester United FC 20/09/1989 | View match | |
| Portsmouth FC v Middlesbrough FC 23/09/1989 | View match | |
| Portsmouth FC v West Ham United FC 26/09/1989 | £4.50 | |
| Wolverhampton Wanderers FC v Portsmouth FC 30/09/1989 | View match | |
| Manchester United FC v Portsmouth FC 03/10/1989 | £3.50 | |
| Oxford United FC v Portsmouth FC 07/10/1989 | View match | |
| Portsmouth FC v Blackburn Rovers FC 14/10/1989 | View match | |
| Portsmouth FC v Leeds United FC 17/10/1989 | View match | |
| AFC Bournemouth v Portsmouth FC 21/10/1989 | View match | |
| Portsmouth FC v Ipswich Town FC 28/10/1989 | View match | |
| Sheffield United FC v Portsmouth FC 31/10/1989 | £2.50 |