| 1 | Sat 11 Aug 2018 | 70-2 v LancingHaywards Heath Town 0-2 Lancing | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 1 Sep 2018 | 120-1 v Hythe TownHaywards Heath Town 0-1 Hythe Town | Bostik League South East Division |
| 3 | Sat 15 Sep 2018 | 72-2 v Sevenoaks TownSevenoaks Town 2-2 Haywards Heath Town | Bostik League South East Division |
| 4 | Tue 18 Sep 2018 | 7 0-0 v Whitstable TownWhitstable Town 0-0 Haywards Heath Town | Bostik League South East Division |
| 5 | Sat 22 Sep 2018 | 7 1-1 v Ashford UnitedHaywards Heath Town 1-1 Ashford United | Bostik League South East Division |
| 6 | Tue 25 Sep 2018 | 72-0 v Three BridgesHaywards Heath Town 2-0 Three Bridges | Bostik League South East Division |
| 7 | Sat 29 Sep 2018 | 74-4 v Ashford UnitedAshford United 4-4 Haywards Heath Town | Buildbase FA Trophy Extra Preliminary Round |
| 8 | Tue 2 Oct 2018 | 73-0 v Ashford UnitedHaywards Heath Town 3-0 Ashford United | Buildbase FA Trophy Extra Preliminary Round Replay |
| 9 | Sat 6 Oct 2018 | 72-0 v SittingbourneHaywards Heath Town 2-0 Sittingbourne | Bostik League South East Division |
| 10 | Sat 27 Oct 2018 | 141-3 v GuernseyGuernsey 3-1 Haywards Heath Town | Bostik League South East Division |
| 11 | Sat 3 Nov 2018 | 7 0-1 v Cray WanderersHaywards Heath Town 0-1 Cray Wanderers | Bostik League South East Division |
| 12 | Tue 6 Nov 2018 | 103-1 v Crawley TownCrawley Town 1-3 Haywards Heath Town | Sussex County Cup Second Round |
| 13 | Sat 17 Nov 2018 | 101-0 v Herne BayHerne Bay 0-1 Haywards Heath Town | Bostik League South East Division |
| 14 | Sat 24 Nov 2018 | 102-2 v Phoenix SportsHaywards Heath Town 2-2 Phoenix Sports | Bostik League South East Division |
| 15 | Sat 1 Dec 2018 | 74-1 v Greenwich BoroughGreenwich Borough 1-4 Haywards Heath Town | Bostik League South East Division |
| 16 | Tue 4 Dec 2018 | 74-0 v Little CommonLittle Common 0-4 Haywards Heath Town | Sussex County Cup Third Round |
| 17 | Sat 8 Dec 2018 | 7 2-1 v Hastings UnitedHaywards Heath Town 2-1 Hastings United | Bostik League South East Division |
| 18 | Sat 22 Dec 2018 | 7 2-0 v HorshamHaywards Heath Town 2-0 Horsham | Bostik League South East Division |
| 19 | Sat 29 Dec 2018 | 73-3 v East Grinstead TownEast Grinstead Town 3-3 Haywards Heath Town | Bostik League South East Division |
| 20 | Sat 5 Jan 2019 | 72-3 v RamsgateHaywards Heath Town 2-3 Ramsgate | Bostik League South East Division |
| 21 | Sat 12 Jan 2019 | 100-0 v Hythe TownHythe Town 0-0 Haywards Heath Town | Bostik League South East Division |
| 22 | Tue 15 Jan 2019 | 103-1 v East PrestonHaywards Heath Town 3-1 East Preston | Sussex County Cup Quarter Final |
| 23 | Sat 19 Jan 2019 | 71-2 v GuernseyHaywards Heath Town 1-2 Guernsey | Bostik League South East Division |
| 24 | Sat 26 Jan 2019 | 72-1 v SittingbourneSittingbourne 1-2 Haywards Heath Town | Bostik League South East Division |
| 25 | Tue 5 Feb 2019 | 74-3 v Three BridgesThree Bridges 3-4 Haywards Heath Town | Bostik League South East Division |
| 26 | Sat 9 Feb 2019 | 72-1 v Herne BayHaywards Heath Town 2-1 Herne Bay | Bostik League South East Division |
| 27 | Sat 16 Feb 2019 | 74-2 v Phoenix SportsPhoenix Sports 2-4 Haywards Heath Town | Bostik League South East Division |
| 28 | Tue 19 Feb 2019 | 72-0 v Faversham TownHaywards Heath Town 2-0 Faversham Town | Bostik League South East Division |
| 29 | Sat 23 Feb 2019 | 110-0 v Greenwich BoroughHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
| 30 | Wed 27 Feb 2019 | 71-2 v Burgess Hill TownHaywards Heath Town 1-2 Burgess Hill Town | Sussex County Cup Semi Final |
| 31 | Sat 2 Mar 2019 | 7 4-2 v Hastings UnitedHastings United 2-4 Haywards Heath Town | Bostik League South East Division |
| 32 | Sat 16 Mar 2019 | 7 3-1 v WhyteleafeHaywards Heath Town 3-1 Whyteleafe | Bostik League South East Division |
| 33 | Sat 23 Mar 2019 | 72-2 v Cray WanderersCray Wanderers 2-2 Haywards Heath Town | Bostik League South East Division |
| 34 | Sat 30 Mar 2019 | 7 0-3 v VCD AthleticVCD Athletic 3-0 Haywards Heath Town | Bostik League South East Division |
| 35 | Sat 6 Apr 2019 | 72-1 v Whitstable TownHaywards Heath Town 2-1 Whitstable Town | Bostik League South East Division |
| 36 | Sat 13 Apr 2019 | 70-1 v Sevenoaks TownHaywards Heath Town 0-1 Sevenoaks Town | Bostik League South East Division |
| 37 | Sat 20 Apr 2019 | 70-0 v RamsgateRamsgate 0-0 Haywards Heath Town | Bostik League South East Division |
| 38 | Mon 22 Apr 2019 | 73-1 v East Grinstead TownHaywards Heath Town 3-1 East Grinstead Town | Bostik League South East Division |
| 39 | Mon 29 Apr 2019 | 70-3 v HorshamHorsham 3-0 Haywards Heath Town | Bostik League South East Division Play-off Semi Final |
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