| Watford FC v Portsmouth FC 23/10/1990 | View match | |
| Bristol Rovers FC v Portsmouth FC 27/10/1990 | View match | |
| Chelsea FC v Portsmouth FC 31/10/1990 | £3.00 | |
| Portsmouth FC v Wolverhampton Wanderers FC 03/11/1990 | View match | |
| Portsmouth FC v Chelsea FC 06/11/1990 | View match | |
| Swindon Town FC v Portsmouth FC 10/11/1990 | View match | |
| Portsmouth FC v Middlesbrough FC 17/11/1990 | View match | |
| Charlton Athletic FC v Portsmouth FC 24/11/1990 | £4.50 | |
| Portsmouth FC v Oxford United FC 01/12/1990 | View match | |
| Portsmouth FC v West Ham United FC 08/12/1990 | View match | |
| Oxford United FC v Portsmouth FC 12/12/1990 | View match | |
| West Bromwich Albion FC v Portsmouth FC 15/12/1990 | View match |