| 6. Jornada | 01.09.2018 | Barnsley FC | - | Gillingham FC | 2:1 | ||||
| 7. Jornada | 08.09.2018 | Gillingham FC | - | AFC Wimbledon | 0:1 | ||||
| 8. Jornada | 15.09.2018 | Rochdale AFC | - | Gillingham FC | 3:0 | ||||
| 10. Jornada | 29.09.2018 | Shrewsbury Town | - | Gillingham FC | 2:2 |  |
|||
| 12. Jornada | 06.10.2018 | Portsmouth FC | - | Gillingham FC | 0:2 |  |
|||
| 13. Jornada | 13.10.2018 | Gillingham FC | - | Southend United | 0:2 | ||||
| 14. Jornada | 20.10.2018 | Doncaster Rovers | - | Gillingham FC | 3:3 | ||||
| 21. Jornada | 08.12.2018 | Scunthorpe United | - | Gillingham FC | 0:2 | ||||
| 22. Jornada | 15.12.2018 | Gillingham FC | - | Wycombe Wanderers | 2:2 | ||||
| 23. Jornada | 22.12.2018 | Charlton Athletic | - | Gillingham FC | 2:0 | ||||
| 24. Jornada | 26.12.2018 | Gillingham FC | - | Portsmouth FC | 2:0 | ||||
| 25. Jornada | 29.12.2018 | Gillingham FC | - | Doncaster Rovers | 1:3 | ||||
| 26. Jornada | 01.01.2019 | Southend United | - | Gillingham FC | 2:0 | |
|||
| 28. Jornada | 12.01.2019 | Burton Albion | - | Gillingham FC | 2:3 | ||||
| 29. Jornada | 19.01.2019 | Gillingham FC | - | Walsall FC | 0:3 |
Inglaterra