| 1 | Sat 5 Jan 2019 | 2-1 v Hartlepool UnitedHartlepool United 1-2 Maidstone United | National League |
| 2 | Tue 15 Jan 2019 | 2-4 v Maidenhead UnitedMaidstone United 2-4 Maidenhead United | National League |
| 3 | Sat 19 Jan 2019 | 0-3 v Dagenham & RedbridgeMaidstone United 0-3 Dagenham & Redbridge | National League |
| 4 | Sat 26 Jan 2019 | 0-3 v Leyton OrientLeyton Orient 3-0 Maidstone United | National League |
| 5 | Sat 16 Feb 2019 | 0-2 v BromleyBromley 2-0 Maidstone United | National League |
| 6 | Sat 9 Mar 2019 | 2-0 v Havant & WaterloovilleMaidstone United 2-0 Havant & Waterlooville | National League |
| 7 | Tue 12 Mar 2019 | 0-2 v EastleighEastleigh 2-0 Maidstone United | National League |
| 8 | Sat 16 Mar 2019 | 0-1 v WrexhamWrexham 1-0 Maidstone United | National League |
| 9 | Sat 23 Mar 2019 | 0-2 v Ebbsfleet UnitedMaidstone United 0-2 Ebbsfleet United | National League |
| 10 | Sat 30 Mar 2019 | 2-2 v Harrogate TownHarrogate Town 2-2 Maidstone United | National League |
| 11 | Sat 6 Apr 2019 | 0-2 v Salford CityMaidstone United 0-2 Salford City | National League |
| 12 | Tue 9 Apr 2019 | 2-1 v BarnetMaidstone United 2-1 Barnet | National League |
| 13 | Sat 13 Apr 2019 | 1-4 v ChesterfieldChesterfield 4-1 Maidstone United | National League |
| 14 | Fri 19 Apr 2019 | 0-2 v Braintree TownMaidstone United 0-2 Braintree Town | National League |
| 15 | Sat 27 Apr 2019 | 0-2 v Aldershot TownMaidstone United 0-2 Aldershot Town | National League |
Football Web Pages