| 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 | |
| Gillingham FC v Sheffield United FC 10/09/1988 | View match | |
| Huddersfield Town FC v Gillingham FC 17/09/1988 | View match | |
| Mansfield Town FC v Gillingham FC 20/09/1988 | View match | |
| Gillingham FC v Reading FC 24/09/1988 | View match | |
| Millwall FC v Gillingham FC 27/09/1988 | View match |