| Watford FC v Plymouth Argyle FC 10/09/1988 | View match | |
| Plymouth Argyle FC v Stoke City FC 17/09/1988 | View match | |
| Leicester City FC v Plymouth Argyle FC 21/09/1988 | View match | |
| Plymouth Argyle FC v West Bromwich Albion FC 24/09/1988 | View match | |
| Manchester City FC v Plymouth Argyle FC 28/09/1988 | £9.50 | |
| Crystal Palace FC v Plymouth Argyle FC 01/10/1988 | £4.00 | |
| Birmingham City FC v Plymouth Argyle FC 04/10/1988 | View match | |
| Plymouth Argyle FC v Bradford City FC 08/10/1988 | View match | |
| Plymouth Argyle FC v Manchester City FC 12/10/1988 | View match | |
| Plymouth Argyle FC v Manchester City FC 15/10/1988 | View match | |
| Chelsea FC v Plymouth Argyle FC 22/10/1988 | £5.50 | |
| Plymouth Argyle FC v Shrewsbury Town FC 25/10/1988 | View match |