| 1 | Sat 28 Jul 2018 | 164-1 v Dulwich HamletMaidstone United 4-1 Dulwich Hamlet | Friendly |
| 2 | Sat 4 Aug 2018 | 161-1 v Hartlepool UnitedMaidstone United 1-1 Hartlepool United | National League |
| 3 | Tue 7 Aug 2018 | 162-1 v Dagenham & RedbridgeDagenham & Redbridge 1-2 Maidstone United | National League |
| 4 | Sat 11 Aug 2018 | 160-3 v FC Halifax TownFC Halifax Town 3-0 Maidstone United | National League |
| 5 | Tue 14 Aug 2018 | 161-2 v Leyton OrientMaidstone United 1-2 Leyton Orient | National League |
| 6 | Sat 18 Aug 2018 | 161-0 v BarrowMaidstone United 1-0 Barrow | National League |
| 7 | Sat 25 Aug 2018 | 162-3 v Maidenhead UnitedMaidenhead United 3-2 Maidstone United | National League |
| 8 | Mon 27 Aug 2018 | 161-2 v Boreham WoodMaidstone United 1-2 Boreham Wood | National League |
| 9 | Sat 1 Sep 2018 | 160-1 v GatesheadGateshead 1-0 Maidstone United | National League |
| 10 | Tue 4 Sep 2018 | 160-1 v Sutton UnitedMaidstone United 0-1 Sutton United | National League |
| 11 | Sat 8 Sep 2018 | 160-1 v Salford CitySalford City 1-0 Maidstone United | National League |
| 12 | Sat 15 Sep 2018 | 160-2 v Harrogate TownMaidstone United 0-2 Harrogate Town | National League |
| 13 | Sat 13 Oct 2018 | 16 0-2 v AFC FyldeAFC Fylde 2-0 Maidstone United | National League |
| 14 | Sat 27 Oct 2018 | 161-3 v Solihull MoorsMaidstone United 1-3 Solihull Moors | National League |
| 15 | Tue 30 Oct 2018 | 161-1 v Ebbsfleet UnitedEbbsfleet United 1-1 Maidstone United | National League |
| 16 | Sat 24 Nov 2018 | 1-0 v Sutton UnitedSutton United 0-1 Maidenhead United | National League |
| 17 | Tue 27 Nov 2018 | 15 1-1 v Ebbsfleet UnitedMaidenhead United 1-1 Ebbsfleet United | National League |
| 18 | Sat 1 Dec 2018 | 151-2 v Harrogate TownMaidenhead United 1-2 Harrogate Town | National League |
| 19 | Sat 8 Dec 2018 | 15 0-1 v Hartlepool UnitedMaidenhead United 0-1 Hartlepool United | National League |
| 20 | Sat 22 Dec 2018 | 150-1 v BromleyBromley 1-0 Maidenhead United | National League |
| 21 | Wed 26 Dec 2018 | 15 4-3 v Aldershot TownMaidenhead United 4-3 Aldershot Town | National League |
| 22 | Sat 29 Dec 2018 | 150-1 v Braintree TownMaidenhead United 0-1 Braintree Town | National League |
| 23 | Tue 1 Jan 2019 | 150-0 v Aldershot TownAldershot Town 0-0 Maidenhead United | National League |
| 24 | Sat 5 Jan 2019 | 151-0 v GatesheadGateshead 0-1 Maidenhead United | National League |
| 25 | Sat 19 Jan 2019 | 151-2 v Solihull MoorsMaidenhead United 1-2 Solihull Moors | National League |
| 26 | Sat 26 Jan 2019 | 15 0-1 v WrexhamWrexham 1-0 Maidenhead United | National League |
| 27 | Sat 9 Feb 2019 | 151-0 v Boreham WoodMaidenhead United 1-0 Boreham Wood | National League |
| 28 | Sat 23 Feb 2019 | 151-0 v Dover AthleticMaidenhead United 1-0 Dover Athletic | National League |
| 29 | Sat 9 Mar 2019 | 151-0 v Sutton UnitedMaidenhead United 1-0 Sutton United | National League |
| 30 | Tue 12 Mar 2019 | 150-3 v Ebbsfleet UnitedEbbsfleet United 3-0 Maidenhead United | National League |
| 31 | Sat 16 Mar 2019 | 15 0-1 v Harrogate TownHarrogate Town 1-0 Maidenhead United | National League |
| 32 | Tue 26 Mar 2019 | 152-1 v Havant & WaterloovilleMaidenhead United 2-1 Havant & Waterlooville | National League |
| 33 | Sat 30 Mar 2019 | 151-0 v FC Halifax TownFC Halifax Town 0-1 Maidenhead United | National League |
| 34 | Sat 6 Apr 2019 | 150-1 v BarnetMaidenhead United 0-1 Barnet | National League |
| 35 | Sat 13 Apr 2019 | 150-3 v Salford CitySalford City 3-0 Maidenhead United | National League |
| 36 | Fri 19 Apr 2019 | 151-1 v BarrowMaidenhead United 1-1 Barrow | National League |
| 37 | Mon 22 Apr 2019 | 15 0-2 v EastleighEastleigh 2-0 Maidenhead United | National League |
| 38 | Sat 27 Apr 2019 | 152-0 v ChesterfieldMaidenhead United 2-0 Chesterfield | National League |
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