| 1 | Sat 25 Aug 2018 | 1-2 v EastleighDover Athletic 1-2 Eastleigh | National League |
| 2 | Mon 27 Aug 2018 | 26 0-3 v Leyton OrientLeyton Orient 3-0 Dover Athletic | National League |
| 3 | Sat 1 Sep 2018 | 261-2 v BarnetDover Athletic 1-2 Barnet | National League |
| 4 | Tue 4 Sep 2018 | 261-1 v Ebbsfleet UnitedDover Athletic 1-1 Ebbsfleet United | National League |
| 5 | Sat 8 Sep 2018 | 26 0-0 v ChesterfieldChesterfield 0-0 Dover Athletic | National League |
| 6 | Tue 27 Nov 2018 | 281-3 v EastleighMaidstone United 1-3 Eastleigh | National League |
| 7 | Sat 1 Dec 2018 | 28 0-2 v Oldham AthleticMaidstone United 0-2 Oldham Athletic | Emirates FA Cup Second Round |
| 8 | Sat 8 Dec 2018 | 280-1 v BarrowBarrow 1-0 Maidstone United | National League |
| 9 | Sat 29 Dec 2018 | 28 1-0 v Boreham WoodBoreham Wood 0-1 Maidstone United | National League |
| 10 | Tue 1 Jan 2019 | 280-1 v Dover AthleticMaidstone United 0-1 Dover Athletic | National League |
| 11 | Sat 5 Jan 2019 | 282-1 v Hartlepool UnitedHartlepool United 1-2 Maidstone United | National League |
| 12 | Tue 15 Jan 2019 | 282-4 v Maidenhead UnitedMaidstone United 2-4 Maidenhead United | National League |
| 13 | Sat 19 Jan 2019 | 280-3 v Dagenham & RedbridgeMaidstone United 0-3 Dagenham & Redbridge | National League |
| 14 | Sat 16 Feb 2019 | 280-2 v BromleyBromley 2-0 Maidstone United | National League |
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