| Port Vale FC v Gillingham FC 17/09/2016 | View match | |
| Tottenham Hotspur FC v Gillingham FC 21/09/2016 | £6.50 | |
| Tottenham Hotspur FC v Gillingham FC 21/09/2016 | £6.00 | |
| Gillingham FC v Coventry City FC 24/09/2016 | View match | |
| Chesterfield FC v Gillingham FC 27/09/2016 | View match | |
| AFC Wimbledon FC v Gillingham FC 01/10/2016 | View match | |
| Gillingham FC v Oldham Athletic FC 08/10/2016 | View match | |
| Bristol Rovers FC v Gillingham FC 15/10/2016 | View match | |
| Gillingham FC v Walsall FC 18/10/2016 | View match | |
| Gillingham FC v Charlton Athletic FC 22/10/2016 | View match | |
| Fleetwood Town FC v Gillingham FC 29/10/2016 | View match | |
| Gillingham FC v Brackley Town 05/11/2016 | View match |