4. Round | 14/08/2018 | Maidstone United | - | Leyton Orient | 1:2 | ||||
5. Round | 18/08/2018 | Maidstone United | - | Barrow AFC | 1:0 | ||||
6. Round | 25/08/2018 | Maidenhead United | - | Maidstone United | 3:2 | ||||
7. Round | 27/08/2018 | Maidstone United | - | Boreham Wood | 1:2 | ||||
8. Round | 01/09/2018 | Gateshead FC | - | Maidstone United | 1:0 | ||||
9. Round | 04/09/2018 | Maidstone United | - | Sutton United | 0:1 | ||||
10. Round | 08/09/2018 | Salford City | - | Maidstone United | 1:0 | ||||
11. Round | 15/09/2018 | Maidstone United | - | Harrogate Town | 0:2 |