| Hull City FC v Portsmouth FC 23/11/1968 | £3.00 | |
| Portsmouth FC v Millwall FC 30/11/1968 | £4.00 | |
| Portsmouth FC v Millwall FC 30/11/1968 | £5.00 | |
| Portsmouth FC v Millwall FC 30/11/1968 | £4.00 | |
| Portsmouth FC v Blackpool FC 14/12/1968 | £3.50 | |
| Portsmouth FC v Blackpool FC 14/12/1968 | £2.50 | |
| Aston Villa FC v Portsmouth FC 01/02/1969 | £4.50 | |
| Portsmouth FC v Hull City FC 08/02/1969 | £3.00 | |
| Portsmouth FC v Hull City FC 08/02/1969 | £3.50 | |
| Millwall FC v Portsmouth FC 15/02/1969 | £5.00 | |
| Portsmouth FC v Bolton Wanderers FC 22/02/1969 | £4.50 | |
| Portsmouth FC v Bolton Wanderers FC 22/02/1969 | £6.00 |