| Gillingham FC v Chester City FC 14/02/1987 | View match | |
| Gillingham FC v Newport County 17/02/1987 | View match | |
| Brentford FC v Gillingham FC 21/02/1987 | View match | |
| Gillingham FC v Mansfield Town FC 28/02/1987 | View match | |
| Chesterfield FC v Gillingham FC 03/03/1987 | View match | |
| Gillingham FC v Port Vale FC 07/03/1987 | View match | |
| Carlisle United FC v Gillingham FC 14/03/1987 | View match | |
| Gillingham FC v Darlington FC 17/03/1987 | View match | |
| Gillingham FC v AFC Bournemouth 21/03/1987 | View match | |
| Bury FC v Gillingham FC 28/03/1987 | £5.00 | |
| Gillingham FC v Doncaster Rovers FC 04/04/1987 | View match | |
| Blackpool FC v Gillingham FC 11/04/1987 | View match |