| Walsall FC v Gillingham FC 14/09/1996 | View match | |
| Barnsley FC v Gillingham FC 17/09/1996 | View match | |
| Gillingham FC v Rotherham United FC 21/09/1996 | View match | |
| Gillingham FC v Barnsley FC 24/09/1996 | View match | |
| Stockport County FC v Gillingham FC 28/09/1996 | View match | |
| Gillingham FC v Notts County FC 01/10/1996 | View match | |
| Gillingham FC v AFC Bournemouth 05/10/1996 | View match | |
| Blackpool FC v Gillingham FC 12/10/1996 | View match | |
| Shrewsbury Town FC v Gillingham FC 15/10/1996 | View match | |
| Gillingham FC v Millwall FC 19/10/1996 | View match | |
| Gillingham FC v Coventry City FC 22/10/1996 | £2.50 | |
| Gillingham FC v Preston North End FC 26/10/1996 | View match |