| Portsmouth FC v Wolverhampton Wanderers FC 23/04/1966 | View match | |
| Norwich City FC v Portsmouth FC 30/04/1966 | View match | |
| Portsmouth FC v Bury FC 07/05/1966 | View match | |
| Southampton FC v Portsmouth FC 10/05/1966 | View match | |
| Portsmouth FC v Stoke City FC 06/08/1966 | View match | |
| Norwich City FC v Portsmouth FC 20/08/1966 | View match | |
| Portsmouth FC v Birmingham City FC 24/08/1966 | View match | |
| Portsmouth FC v Coventry City FC 27/08/1966 | View match | |
| Birmingham City FC v Portsmouth FC 30/08/1966 | View match | |
| Bury FC v Portsmouth FC 03/09/1966 | View match | |
| Portsmouth FC v Hull City FC 07/09/1966 | £3.50 | |
| Portsmouth FC v Preston North End FC 10/09/1966 | View match |