| Southampton FC v Gillingham FC 07/10/1992 | £3.00 | |
| Doncaster Rovers FC v Gillingham FC 10/10/1992 | View match | |
| Halifax Town A.F.C v Gillingham FC 24/10/1992 | View match | |
| Gillingham FC v Torquay United FC 31/10/1992 | View match | |
| Gillingham FC v Hereford United 03/11/1992 | View match | |
| Carlisle United FC v Gillingham FC 07/11/1992 | View match | |
| Gillingham FC v Kettering Town 14/11/1992 | View match | |
| Gillingham FC v Darlington FC 21/11/1992 | View match | |
| Lincoln City FC v Gillingham FC 28/11/1992 | View match | |
| Leyton Orient FC v Gillingham FC 01/12/1992 | View match | |
| Gillingham FC v Colchester United FC 05/12/1992 | View match | |
| Gillingham FC v Fulham FC 08/12/1992 | View match |