| 4. Round | 26/08/2017 | Gillingham FC | - | Southend United | 3:3 | ||||
| 5. Round | 02/09/2017 | Gillingham FC | - | Shrewsbury Town | 1:2 | ||||
| 11. Round | 30/09/2017 | Blackburn Rovers | - | Gillingham FC | 1:0 | ||||
| 14. Round | 17/10/2017 | Gillingham FC | - | Wigan Athletic | 1:1 | ||||
| 24. Round | 26/12/2017 | Gillingham FC | - | Oxford United | 1:1 | ||||
| 25. Round | 30/12/2017 | Gillingham FC | - | AFC Wimbledon | 2:2 |
England