| Middlesbrough FC v Portsmouth FC 12/04/1986 | View match | |
| Portsmouth FC v Grimsby Town FC 19/04/1986 | View match | |
| Stoke City FC v Portsmouth FC 22/04/1986 | View match | |
| Sheffield United FC v Portsmouth FC 26/04/1986 | View match | |
| Portsmouth FC v Bradford City FC 03/05/1986 | View match | |
| Brighton & Hove Albion FC v Portsmouth FC 23/08/1986 | £3.50 | |
| Portsmouth FC v Ipswich Town FC 30/08/1986 | View match | |
| Hull City FC v Portsmouth FC 02/09/1986 | View match | |
| Barnsley FC v Portsmouth FC 06/09/1986 | View match | |
| Portsmouth FC v Blackburn Rovers FC 13/09/1986 | View match | |
| Portsmouth FC v Crystal Palace FC 16/09/1986 | View match | |
| Stoke City FC v Portsmouth FC 20/09/1986 | View match |