| West Bromwich Albion FC v Gillingham FC 18/11/2000 | View match | |
| Blackburn Rovers FC v Gillingham FC 25/11/2000 | View match | |
| Gillingham FC v Birmingham City FC 02/12/2000 | View match | |
| Norwich City FC v Gillingham FC 09/12/2000 | View match | |
| Gillingham FC v Preston North End FC 16/12/2000 | View match | |
| Stockport County FC v Gillingham FC 22/12/2000 | View match | |
| Gillingham FC v Crystal Palace FC 26/12/2000 | View match | |
| Portsmouth FC v Gillingham FC 01/01/2001 | View match | |
| AFC Bournemouth v Gillingham FC 06/01/2001 | View match | |
| Gillingham FC v Burnley FC 13/01/2001 | View match | |
| Crystal Palace FC v Gillingham FC 20/01/2001 | View match | |
| Gillingham FC v Chelsea FC 28/01/2001 | £4.50 |