| 2. Round | 12/08/2017 | Gillingham FC | - | Bradford City | 0:1 |  |
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| 3. Round | 19/08/2017 | Milton Keynes Dons | - | Gillingham FC | 1:0 | ||||
| 4. Round | 26/08/2017 | Gillingham FC | - | Southend United | 3:3 | ||||
| 5. Round | 02/09/2017 | Gillingham FC | - | Shrewsbury Town | 1:2 | ||||
| 6. Round | 09/09/2017 | Oxford United | - | Gillingham FC | 3:0 | ||||
| 7. Round | 12/09/2017 | AFC Wimbledon | - | Gillingham FC | 1:1 | ||||
| 8. Round | 16/09/2017 | Gillingham FC | - | Charlton Athletic | 1:0 | ||||
| 9. Round | 23/09/2017 | Rochdale AFC | - | Gillingham FC | 3:0 | ||||
| 10. Round | 26/09/2017 | Gillingham FC | - | Scunthorpe United | 0:0 | ||||
| 22. Round | 16/12/2017 | Gillingham FC | - | Bristol Rovers | 4:1 |  |
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| 30. Round | 27/01/2018 | Gillingham FC | - | Fleetwood Town | 2:1 |
England