| Swansea City FC v Gillingham FC 26/01/2019 | View match | |
| Gillingham FC v Accrington Stanley FC 29/01/2019 | View match | |
| Coventry City FC v Gillingham FC 02/02/2019 | View match | |
| Gillingham FC v Barnsley FC 09/02/2019 | View match | |
| Gillingham FC v Scunthorpe United FC 16/02/2019 | View match | |
| Sunderland FC v Gillingham FC 19/02/2019 | View match | |
| Wycombe Wanderers FC v Gillingham FC 23/02/2019 | View match | |
| Fleetwood Town FC v Gillingham FC 02/03/2019 | View match | |
| Gillingham FC v Oxford United FC 09/03/2019 | View match | |
| Gillingham FC v Bristol Rovers FC 12/03/2019 | View match | |
| Luton Town FC v Gillingham FC 16/03/2019 | £8.50 | |
| AFC Wimbledon FC v Gillingham FC 23/03/2019 | View match |