| 1 | 28/7/2018 | 14-1 v Dulwich HamletMaidstone United 4-1 Dulwich Hamlet | Friendly |
| 2 | 4/8/2018 | 11-1 v Hartlepool UnitedMaidstone United 1-1 Hartlepool United | National League |
| 3 | 7/8/2018 | 12-1 v Dagenham & RedbridgeDagenham & Redbridge 1-2 Maidstone United | National League |
| 4 | 11/8/2018 | 10-3 v FC Halifax TownFC Halifax Town 3-0 Maidstone United | National League |
| 5 | 14/8/2018 | 11-2 v Leyton OrientMaidstone United 1-2 Leyton Orient | National League |
| 6 | 18/8/2018 | 11-0 v BarrowMaidstone United 1-0 Barrow | National League |
| 7 | 25/8/2018 | 12-3 v Maidenhead UnitedMaidenhead United 3-2 Maidstone United | National League |
| 8 | 27/8/2018 | 11-2 v Boreham WoodMaidstone United 1-2 Boreham Wood | National League |
| 9 | 1/9/2018 | 10-1 v GatesheadGateshead 1-0 Maidstone United | National League |
| 10 | 4/9/2018 | 10-1 v Sutton UnitedMaidstone United 0-1 Sutton United | National League |
| 11 | 8/9/2018 | 10-1 v Salford CitySalford City 1-0 Maidstone United | National League |
| 12 | 15/9/2018 | 10-2 v Harrogate TownMaidstone United 0-2 Harrogate Town | National League |
| 13 | 22/9/2018 | 11-0 v Braintree TownBraintree Town 0-1 Maidstone United | National League |
| 14 | 29/9/2018 | 11-1 v ChesterfieldMaidstone United 1-1 Chesterfield | National League |
| 15 | 6/10/2018 | 10-1 v BromleyMaidstone United 0-1 Bromley | National League |
| 16 | 13/10/2018 | 10-2 v AFC FyldeAFC Fylde 2-0 Maidstone United | National League |
| 17 | 27/10/2018 | 11-3 v Solihull MoorsMaidstone United 1-3 Solihull Moors | National League |
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