| Portsmouth FC v Gillingham FC 20/08/1991 | View match | |
| York City FC v Gillingham FC 24/08/1991 | View match | |
| Gillingham FC v Portsmouth FC 27/08/1991 | View match | |
| Hereford United v Gillingham FC 04/09/1991 | View match | |
| Gillingham FC v Scarborough FC 07/09/1991 | View match | |
| Wrexham FC v Gillingham FC 14/09/1991 | View match | |
| Blackpool FC v Gillingham FC 17/09/1991 | View match | |
| Gillingham FC v Barnet FC 21/09/1991 | View match | |
| Crewe Alexandra FC v Gillingham FC 28/09/1991 | View match | |
| Gillingham FC v Chesterfield FC 05/10/1991 | View match | |
| Halifax Town A.F.C v Gillingham FC 12/10/1991 | View match | |
| Doncaster Rovers FC v Gillingham FC 19/10/1991 | View match |