| Notts County FC v Gillingham FC 26/03/1988 | View match | |
| Brighton & Hove Albion FC v Gillingham FC 02/04/1988 | £4.00 | |
| Gillingham FC v Northampton Town FC 04/04/1988 | View match | |
| Brentford FC v Gillingham FC 09/04/1988 | View match | |
| Gillingham FC v Preston North End FC 23/04/1988 | View match | |
| Bury FC v Gillingham FC 30/04/1988 | £6.00 | |
| Gillingham FC v Rotherham United FC 02/05/1988 | View match | |
| Walsall FC v Gillingham FC 07/05/1988 | View match | |
| Gillingham FC v Swansea City FC 27/08/1988 | View match | |
| Cambridge United FC v Gillingham FC 30/08/1988 | View match | |
| Aldershot F.C v Gillingham FC 03/09/1988 | View match | |
| Gillingham FC v Cambridge United FC 06/09/1988 | View match |