| Swansea City FC v Gillingham FC 19/03/1989 | View match | |
| Gillingham FC v Wigan Athletic FC 24/03/1989 | View match | |
| Fulham FC v Gillingham FC 27/03/1989 | £4.00 | |
| Gillingham FC v Northampton Town FC 01/04/1989 | View match | |
| Gillingham FC v Bolton Wanderers FC 04/04/1989 | View match | |
| Port Vale FC v Gillingham FC 08/04/1989 | View match | |
| Gillingham FC v Mansfield Town FC 15/04/1989 | View match | |
| Reading FC v Gillingham FC 22/04/1989 | View match | |
| Gillingham FC v Bristol Rovers FC 28/04/1989 | View match | |
| Blackpool FC v Gillingham FC 01/05/1989 | View match | |
| Chester City FC v Gillingham FC 06/05/1989 | View match | |
| Gillingham FC v Notts County FC 13/05/1989 | View match |