| 1 | 28/7/2018 | 4-1 v Dulwich HamletMaidstone United 4-1 Dulwich Hamlet | Friendly |
| 2 | 4/8/2018 | 1-1 v Hartlepool UnitedMaidstone United 1-1 Hartlepool United | National League |
| 3 | 7/8/2018 | 2-1 v Dagenham & RedbridgeDagenham & Redbridge 1-2 Maidstone United | National League |
| 4 | 11/8/2018 | 0-3 v FC Halifax TownFC Halifax Town 3-0 Maidstone United | National League |
| 5 | 1/9/2018 | 0-1 v GatesheadGateshead 1-0 Maidstone United | National League |
| 6 | 27/10/2018 | 1-3 v Solihull MoorsMaidstone United 1-3 Solihull Moors | National League |
| 7 | 3/11/2018 | 2-0 v BarnetBarnet 0-2 Maidstone United | National League |
| 8 | 10/11/2018 | 2-1 v Macclesfield TownMaidstone United 2-1 Macclesfield Town | Emirates FA Cup First Round |
| 9 | 17/11/2018 | 1-1 v WrexhamMaidstone United 1-1 Wrexham | National League |
| 10 | 24/11/2018 | 2-5 v Havant & WaterloovilleHavant & Waterlooville 5-2 Maidstone United | National League |
| 11 | 1/12/2018 | 0-2 v Oldham AthleticMaidstone United 0-2 Oldham Athletic | Emirates FA Cup Second Round |
| 12 | 8/12/2018 | 0-1 v BarrowBarrow 1-0 Maidstone United | National League |
| 13 | 29/12/2018 | 1-0 v Boreham WoodBoreham Wood 0-1 Maidstone United | National League |
| 14 | 1/1/2019 | 0-1 v Dover AthleticMaidstone United 0-1 Dover Athletic | National League |
| 15 | 5/1/2019 | 2-1 v Hartlepool UnitedHartlepool United 1-2 Maidstone United | National League |
| 16 | 15/1/2019 | 2-4 v Maidenhead UnitedMaidstone United 2-4 Maidenhead United | National League |
| 17 | 26/1/2019 | 0-3 v Leyton OrientLeyton Orient 3-0 Maidstone United | National League |
| 18 | 19/2/2019 | 0-1 v FC Halifax TownMaidstone United 0-1 FC Halifax Town | National League |
