| 29. Journée | 05.01.2019 | Hartlepool United | - | Maidstone United | 1:2 | ||||
| 23. Journée | 15.01.2019 | Maidstone United | - | Maidenhead United | 2:4 | ||||
| 30. Journée | 19.01.2019 | Maidstone United | - | Dagenham & Redbridge | 0:3 | ||||
| 31. Journée | 26.01.2019 | Leyton Orient | - | Maidstone United | 3:0 | ||||
| 34. Journée | 16.02.2019 | Bromley FC | - | Maidstone United | 2:0 | ||||
| 37. Journée | 09.03.2019 | Maidstone United | - | Havant & Waterlooville | 2:0 | ||||
| 38. Journée | 12.03.2019 | Eastleigh FC | - | Maidstone United | 2:0 | ||||
| 39. Journée | 16.03.2019 | Wrexham AFC | - | Maidstone United | 1:0 | ||||
| 40. Journée | 23.03.2019 | Maidstone United | - | Ebbsfleet United | 0:2 | ||||
| 41. Journée | 30.03.2019 | Harrogate Town | - | Maidstone United | 2:2 | ||||
| 42. Journée | 06.04.2019 | Maidstone United | - | Salford City | 0:2 |  |
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| 35. Journée | 09.04.2019 | Maidstone United | - | Barnet FC | 2:1 | ||||
| 43. Journée | 13.04.2019 | Chesterfield FC | - | Maidstone United | 4:1 | ||||
| 44. Journée | 19.04.2019 | Maidstone United | - | Braintree Town | 0:2 | ||||
| 46. Journée | 27.04.2019 | Maidstone United | - | Aldershot Town | 0:2 |
Angleterre