| Gillingham FC v Aldershot F.C 13/02/1988 | View match | |
| Blackpool FC v Gillingham FC 20/02/1988 | View match | |
| Gillingham FC v Doncaster Rovers FC 27/02/1988 | View match | |
| Chester City FC v Gillingham FC 02/03/1988 | View match | |
| Gillingham FC v Mansfield Town FC 05/03/1988 | View match | |
| Bristol Rovers FC v Gillingham FC 12/03/1988 | View match | |
| Gillingham FC v Port Vale FC 19/03/1988 | View match | |
| 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 |