| Barnet FC v Gillingham FC 29/08/1995 | View match | |
| Gillingham FC v Colchester United FC 02/09/1995 | View match | |
| Scunthorpe United FC v Gillingham FC 09/09/1995 | View match | |
| Hereford United v Gillingham FC 12/09/1995 | View match | |
| Gillingham FC v Cardiff City FC 16/09/1995 | View match | |
| Chester City FC v Gillingham FC 23/09/1995 | View match | |
| Gillingham FC v Bury FC 30/09/1995 | £5.00 | |
| Gillingham FC v Rochdale FC 07/10/1995 | View match | |
| Darlington FC v Gillingham FC 14/10/1995 | View match | |
| Gillingham FC v Doncaster Rovers FC 21/10/1995 | View match | |
| Hartlepool United v Gillingham FC 28/10/1995 | View match | |
| Exeter City FC v Gillingham FC 31/10/1995 | View match |