| 1 | Sat 18 Aug 2018 | 120-1 v VCD AthleticHaywards Heath Town 0-1 VCD Athletic | Bostik League South East Division |
| 2 | Tue 21 Aug 2018 | 42-5 v HorshamHaywards Heath Town 2-5 Horsham | Velocity Trophy Preliminary Round |
| 3 | Mon 27 Aug 2018 | 115-4 v HorshamHorsham 4-5 Haywards Heath Town | Bostik League South East Division |
| 4 | Sat 1 Sep 2018 | 70-1 v Hythe TownHaywards Heath Town 0-1 Hythe Town | Bostik League South East Division |
| 5 | Tue 18 Sep 2018 | 40-0 v Whitstable TownWhitstable Town 0-0 Haywards Heath Town | Bostik League South East Division |
| 6 | Sat 22 Sep 2018 | 41-1 v Ashford UnitedHaywards Heath Town 1-1 Ashford United | Bostik League South East Division |
| 7 | Tue 25 Sep 2018 | 42-0 v Three BridgesHaywards Heath Town 2-0 Three Bridges | Bostik League South East Division |
| 8 | Sat 29 Sep 2018 | 84-4 v Ashford UnitedAshford United 4-4 Haywards Heath Town | Buildbase FA Trophy Extra Preliminary Round |
| 9 | Tue 2 Oct 2018 | 83-0 v Ashford UnitedHaywards Heath Town 3-0 Ashford United | Buildbase FA Trophy Extra Preliminary Round Replay |
| 10 | Sat 6 Oct 2018 | 82-0 v SittingbourneHaywards Heath Town 2-0 Sittingbourne | Bostik League South East Division |
| 11 | Sat 13 Oct 2018 | 42-3 v Bracknell TownHaywards Heath Town 2-3 Bracknell Town | Buildbase FA Trophy Preliminary Round |
| 12 | Sat 20 Oct 2018 | 84-2 v Faversham TownFaversham Town 2-4 Haywards Heath Town | Bostik League South East Division |
| 13 | Sat 27 Oct 2018 | 81-3 v GuernseyGuernsey 3-1 Haywards Heath Town | Bostik League South East Division |
| 14 | Sat 3 Nov 2018 | 80-1 v Cray WanderersHaywards Heath Town 0-1 Cray Wanderers | Bostik League South East Division |
| 15 | Tue 6 Nov 2018 | 33-1 v Crawley TownCrawley Town 1-3 Haywards Heath Town | Sussex County Cup Second Round |
| 16 | Sat 10 Nov 2018 | 83-2 v WhyteleafeWhyteleafe 2-3 Haywards Heath Town | Bostik League South East Division |
| 17 | Sat 17 Nov 2018 | 31-0 v Herne BayHerne Bay 0-1 Haywards Heath Town | Bostik League South East Division |
| 18 | Sat 24 Nov 2018 | 32-2 v Phoenix SportsHaywards Heath Town 2-2 Phoenix Sports | Bostik League South East Division |
| 19 | Sat 1 Dec 2018 | 84-1 v Greenwich BoroughGreenwich Borough 1-4 Haywards Heath Town | Bostik League South East Division |
| 20 | Tue 4 Dec 2018 | 44-0 v Little CommonLittle Common 0-4 Haywards Heath Town | Sussex County Cup Third Round |
| 21 | Sat 8 Dec 2018 | 42-1 v Hastings UnitedHaywards Heath Town 2-1 Hastings United | Bostik League South East Division |
| 22 | Sat 22 Dec 2018 | 82-0 v HorshamHaywards Heath Town 2-0 Horsham | Bostik League South East Division |
| 23 | Sat 29 Dec 2018 | 4 3-3 v East Grinstead TownEast Grinstead Town 3-3 Haywards Heath Town | Bostik League South East Division |
| 24 | Sat 5 Jan 2019 | 4 2-3 v RamsgateHaywards Heath Town 2-3 Ramsgate | Bostik League South East Division |
| 25 | Sat 19 Jan 2019 | 41-2 v GuernseyHaywards Heath Town 1-2 Guernsey | Bostik League South East Division |
| 26 | Sat 26 Jan 2019 | 32-1 v SittingbourneSittingbourne 1-2 Haywards Heath Town | Bostik League South East Division |
| 27 | Sat 9 Feb 2019 | 42-1 v Herne BayHaywards Heath Town 2-1 Herne Bay | Bostik League South East Division |
| 28 | Sat 16 Feb 2019 | 44-2 v Phoenix SportsPhoenix Sports 2-4 Haywards Heath Town | Bostik League South East Division |
| 29 | Tue 19 Feb 2019 | 42-0 v Faversham TownHaywards Heath Town 2-0 Faversham Town | Bostik League South East Division |
| 30 | Sat 23 Feb 2019 | 80-0 v Greenwich BoroughHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
| 31 | Wed 27 Feb 2019 | 101-2 v Burgess Hill TownHaywards Heath Town 1-2 Burgess Hill Town | Sussex County Cup Semi Final |
| 32 | Sat 2 Mar 2019 | 84-2 v Hastings UnitedHastings United 2-4 Haywards Heath Town | Bostik League South East Division |
| 33 | Sat 16 Mar 2019 | 83-1 v WhyteleafeHaywards Heath Town 3-1 Whyteleafe | Bostik League South East Division |
| 34 | Sat 23 Mar 2019 | 8 2-2 v Cray WanderersCray Wanderers 2-2 Haywards Heath Town | Bostik League South East Division |
| 35 | Sat 30 Mar 2019 | 80-3 v VCD AthleticVCD Athletic 3-0 Haywards Heath Town | Bostik League South East Division |
| 36 | Sat 6 Apr 2019 | 82-1 v Whitstable TownHaywards Heath Town 2-1 Whitstable Town | Bostik League South East Division |
| 37 | Sat 13 Apr 2019 | 8 0-1 v Sevenoaks TownHaywards Heath Town 0-1 Sevenoaks Town | Bostik League South East Division |
| 38 | Sat 20 Apr 2019 | 80-0 v RamsgateRamsgate 0-0 Haywards Heath Town | Bostik League South East Division |
| 39 | Mon 22 Apr 2019 | 43-1 v East Grinstead TownHaywards Heath Town 3-1 East Grinstead Town | Bostik League South East Division |
| 40 | Mon 29 Apr 2019 | 40-3 v HorshamHorsham 3-0 Haywards Heath Town | Bostik League South East Division Play-off Semi Final |
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