| Southend United FC v York City FC 29/04/1988 | View match | |
| Doncaster Rovers FC v Southend United FC 02/05/1988 | View match | |
| Southend United FC v Blackpool FC 07/05/1988 | View match | |
| Southend United FC v Bolton Wanderers FC 27/08/1988 | View match | |
| Southend United FC v Brighton & Hove Albion FC 30/08/1988 | £6.00 | |
| Fulham FC v Southend United FC 03/09/1988 | £4.00 | |
| Brighton & Hove Albion FC v Southend United FC 07/09/1988 | £6.00 | |
| Southend United FC v Swansea City FC 09/09/1988 | View match | |
| Aldershot F.C v Southend United FC 17/09/1988 | View match | |
| Reading FC v Southend United FC 21/09/1988 | View match | |
| Southend United FC v Cardiff City FC 23/09/1988 | View match | |
| Derby County FC v Southend United FC 28/09/1988 | View match |