| 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 | |
| Swindon Town FC v Portsmouth FC 13/09/1966 | View match | |
| Rotherham United FC v Portsmouth FC 17/09/1966 | View match | |
| Portsmouth FC v Millwall FC 24/09/1966 | View match | |
| Hull City FC v Portsmouth FC 28/09/1966 | £5.50 | |
| Northampton Town FC v Portsmouth FC 01/10/1966 | View match | |
| Wolverhampton Wanderers FC v Portsmouth FC 08/10/1966 | View match | |
| Portsmouth FC v Ipswich Town FC 15/10/1966 | View match | |
| Bristol City FC v Portsmouth FC 21/10/1966 | View match | |
| Portsmouth FC v Carlisle United FC 29/10/1966 | View match |