| 1 | Sat 28 Jul 2018 | 94-1 v Dulwich HamletMaidstone United 4-1 Dulwich Hamlet | Friendly |
| 2 | Sat 4 Aug 2018 | 91-1 v Hartlepool UnitedMaidstone United 1-1 Hartlepool United | National League |
| 3 | Tue 7 Aug 2018 | 92-1 v Dagenham & RedbridgeDagenham & Redbridge 1-2 Maidstone United | National League |
| 4 | Sat 11 Aug 2018 | 90-3 v FC Halifax TownFC Halifax Town 3-0 Maidstone United | National League |
| 5 | Tue 14 Aug 2018 | 91-2 v Leyton OrientMaidstone United 1-2 Leyton Orient | National League |
| 6 | Sat 18 Aug 2018 | 91-0 v BarrowMaidstone United 1-0 Barrow | National League |
| 7 | Sat 25 Aug 2018 | 92-3 v Maidenhead UnitedMaidenhead United 3-2 Maidstone United | National League |
| 8 | Mon 27 Aug 2018 | 91-2 v Boreham WoodMaidstone United 1-2 Boreham Wood | National League |
| 9 | Sat 1 Sep 2018 | 90-1 v GatesheadGateshead 1-0 Maidstone United | National League |
| 10 | Sat 29 Sep 2018 | 91-1 v ChesterfieldMaidstone United 1-1 Chesterfield | National League |
| 11 | Sat 6 Oct 2018 | 90-1 v BromleyMaidstone United 0-1 Bromley | National League |
| 12 | Sat 27 Oct 2018 | 1-2 v Boreham WoodBoreham Wood 2-1 Bromley | National League |
| 13 | Tue 30 Oct 2018 | 262-4 v Braintree TownBromley 2-4 Braintree Town | National League |
| 14 | Sat 3 Nov 2018 | 264-0 v Hartlepool UnitedBromley 4-0 Hartlepool United | National League |
| 15 | Sat 10 Nov 2018 | 261-3 v Peterborough UnitedBromley 1-3 Peterborough United | Emirates FA Cup First Round |
| 16 | Sat 17 Nov 2018 | 261-3 v Leyton OrientLeyton Orient 3-1 Bromley | National League |
| 17 | Sat 24 Nov 2018 | 260-2 v Dagenham & RedbridgeBromley 0-2 Dagenham & Redbridge | National League |
| 18 | Wed 26 Dec 2018 | 260-1 v Sutton UnitedSutton United 1-0 Bromley | National League |
| 19 | Sat 9 Feb 2019 | 0-0 v GatesheadGateshead 0-0 Havant & Waterlooville | National League |
| 20 | Sat 16 Feb 2019 | 2-3 v WrexhamHavant & Waterlooville 2-3 Wrexham | National League |
| 21 | Tue 19 Feb 2019 | 2-6 v AFC FyldeAFC Fylde 6-2 Havant & Waterlooville | National League |
| 22 | Sat 23 Feb 2019 | 0-0 v FC Halifax TownFC Halifax Town 0-0 Havant & Waterlooville | National League |
| 23 | Sat 2 Mar 2019 | 1-2 v Leyton OrientHavant & Waterlooville 1-2 Leyton Orient | National League |
| 24 | Sat 9 Mar 2019 | 0-2 v Maidstone UnitedMaidstone United 2-0 Havant & Waterlooville | National League |
| 25 | Tue 12 Mar 2019 | 3-0 v Dagenham & RedbridgeHavant & Waterlooville 3-0 Dagenham & Redbridge | National League |
| 26 | Sat 16 Mar 2019 | 1-2 v ChesterfieldHavant & Waterlooville 1-2 Chesterfield | National League |
| 27 | Tue 26 Mar 2019 | 1-2 v Maidenhead UnitedMaidenhead United 2-1 Havant & Waterlooville | National League |
| 28 | Sat 13 Apr 2019 | 2-3 v Solihull MoorsSolihull Moors 3-2 Havant & Waterlooville | National League |
| 29 | Fri 19 Apr 2019 | 3-3 v Ebbsfleet UnitedHavant & Waterlooville 3-3 Ebbsfleet United | National League |
| 30 | Sat 27 Apr 2019 | 0-2 v BarnetHavant & Waterlooville 0-2 Barnet | National League |
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