1. Round | 04/08/2018 | Maidstone United | - | Hartlepool United | 1:1 | ||||
2. Round | 07/08/2018 | Dagenham & Redbridge | - | Maidstone United | 1:2 | ||||
3. Round | 11/08/2018 | Halifax Town | - | Maidstone United | 3:0 | ||||
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 | ||||
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 | ||||
12. Round | 22/09/2018 | Braintree Town | - | Maidstone United | 0:1 | ||||
13. Round | 25/09/2018 | Aldershot Town | - | Maidstone United | 0:1 |