| Grays Athletic v Altrincham 19/09/2009 | View match | |
| Stevenage Borough FC v Grays Athletic 22/09/2009 | View match | |
| Forest Green Rovers v Grays Athletic 26/09/2009 | View match | |
| Grays Athletic v Cambridge United FC 29/09/2009 | View match | |
| Grays Athletic v Gateshead 03/10/2009 | View match | |
| Oxford United FC v Grays Athletic 10/10/2009 | View match | |
| Wrexham FC v Grays Athletic 17/10/2009 | View match | |
| Luton Town FC v Grays Athletic 24/10/2009 | £7.50 | |
| Grays Athletic v Barrow AFC 31/10/2009 | View match | |
| Grays Athletic v Chester City FC 07/11/2009 | View match | |
| Grays Athletic v Luton Town FC 14/11/2009 | View match | |
| Gateshead v Grays Athletic 21/11/2009 | View match |