| Swindon Town FC v Portsmouth FC 11/09/1988 | View match | |
| Portsmouth FC v Hull City FC 17/09/1988 | View match | |
| Stoke City FC v Portsmouth FC 20/09/1988 | View match | |
| Portsmouth FC v Crystal Palace FC 24/09/1988 | View match | |
| Portsmouth FC v Scarborough FC 27/09/1988 | View match | |
| Bradford City FC v Portsmouth FC 01/10/1988 | View match | |
| Manchester City FC v Portsmouth FC 05/10/1988 | £3.50 | |
| Portsmouth FC v Oxford United FC 08/10/1988 | View match | |
| Scarborough FC v Portsmouth FC 12/10/1988 | View match | |
| Portsmouth FC v Bournemouth & Boscombe 15/10/1988 | View match | |
| Walsall FC v Portsmouth FC 22/10/1988 | View match | |
| Ipswich Town FC v Portsmouth FC 25/10/1988 | View match |