| Gillingham FC v Portsmouth FC 24/09/1985 | £3.50 | |
| Gillingham FC v York City FC 28/09/1985 | View match | |
| Plymouth Argyle FC v Gillingham FC 01/10/1985 | View match | |
| Blackpool FC v Gillingham FC 05/10/1985 | View match | |
| Portsmouth FC v Gillingham FC 07/10/1985 | View match | |
| Gillingham FC v Cardiff City FC 12/10/1985 | View match | |
| AFC Bournemouth v Gillingham FC 19/10/1985 | View match | |
| Gillingham FC v Derby County FC 22/10/1985 | View match | |
| Gillingham FC v Swansea City FC 26/10/1985 | £4.00 | |
| Newport County v Gillingham FC 02/11/1985 | View match | |
| Rotherham United FC v Gillingham FC 06/11/1985 | View match | |
| Gillingham FC v Walsall FC 09/11/1985 | View match |