| Southampton FC v Portsmouth FC 03/01/1988 | £3.00 | |
| Chelsea FC v Portsmouth FC 23/01/1988 | £7.50 | |
| Luton Town FC v Portsmouth FC 12/03/1988 | £4.50 | |
| Tottenham Hotspur FC v Portsmouth FC 02/04/1988 | £3.00 | |
| Manchester United FC v Portsmouth FC 07/05/1988 | £2.00 | |
| Portsmouth FC v Leeds United FC 03/09/1988 | £4.50 | |
| Manchester City FC v Portsmouth FC 05/10/1988 | £3.50 | |
| Portsmouth FC v Plymouth Argyle FC 12/11/1988 | £4.00 | |
| Portsmouth FC v West Bromwich Albion FC 03/12/1988 | £4.00 | |
| Chelsea FC v Portsmouth FC 10/12/1988 | £4.50 | |
| Chelsea FC v Portsmouth FC 10/12/1988 | £4.00 | |
| Chelsea FC v Portsmouth FC 10/12/1988 | £4.00 |