| 1 | 11/8/2018 | 10-2 v LancingHaywards Heath Town 0-2 Lancing | Emirates FA Cup Extra Preliminary Round |
| 2 | 18/8/2018 | 10-1 v VCD AthleticHaywards Heath Town 0-1 VCD Athletic | Bostik League South East Division |
| 3 | 21/8/2018 | 12-5 v HorshamHaywards Heath Town 2-5 Horsham | Velocity Trophy Preliminary Round |
| 4 | 27/8/2018 | 15-4 v HorshamHorsham 4-5 Haywards Heath Town | Bostik League South East Division |
| 5 | 1/9/2018 | 10-1 v Hythe TownHaywards Heath Town 0-1 Hythe Town | Bostik League South East Division |
| 6 | 15/9/2018 | 12-2 v Sevenoaks TownSevenoaks Town 2-2 Haywards Heath Town | Bostik League South East Division |
| 7 | 18/9/2018 | 10-0 v Whitstable TownWhitstable Town 0-0 Haywards Heath Town | Bostik League South East Division |
| 8 | 22/9/2018 | 11-1 v Ashford UnitedHaywards Heath Town 1-1 Ashford United | Bostik League South East Division |
| 9 | 25/9/2018 | 12-0 v Three BridgesHaywards Heath Town 2-0 Three Bridges | Bostik League South East Division |
| 10 | 29/9/2018 | 14-4 v Ashford UnitedAshford United 4-4 Haywards Heath Town | Buildbase FA Trophy Extra Preliminary Round |
| 11 | 2/10/2018 | 13-0 v Ashford UnitedHaywards Heath Town 3-0 Ashford United | Buildbase FA Trophy Extra Preliminary Round Replay |
| 12 | 6/10/2018 | 182-0 v SittingbourneHaywards Heath Town 2-0 Sittingbourne | Bostik League South East Division |
| 13 | 13/10/2018 | 12-3 v Bracknell TownHaywards Heath Town 2-3 Bracknell Town | Buildbase FA Trophy Preliminary Round |
| 14 | 20/10/2018 | 14-2 v Faversham TownFaversham Town 2-4 Haywards Heath Town | Bostik League South East Division |
| 15 | 27/10/2018 | 11-3 v GuernseyGuernsey 3-1 Haywards Heath Town | Bostik League South East Division |
| 16 | 3/11/2018 | 10-1 v Cray WanderersHaywards Heath Town 0-1 Cray Wanderers | Bostik League South East Division |
| 17 | 10/11/2018 | 13-2 v WhyteleafeWhyteleafe 2-3 Haywards Heath Town | Bostik League South East Division |
| 18 | 17/11/2018 | 11-0 v Herne BayHerne Bay 0-1 Haywards Heath Town | Bostik League South East Division |
| 19 | 24/11/2018 | 12-2 v Phoenix SportsHaywards Heath Town 2-2 Phoenix Sports | Bostik League South East Division |
| 20 | 1/12/2018 | 14-1 v Greenwich BoroughGreenwich Borough 1-4 Haywards Heath Town | Bostik League South East Division |
| 21 | 4/12/2018 | 14-0 v Little CommonLittle Common 0-4 Haywards Heath Town | Sussex County Cup Third Round |
| 22 | 8/12/2018 | 12-1 v Hastings UnitedHaywards Heath Town 2-1 Hastings United | Bostik League South East Division |
| 23 | 22/12/2018 | 12-0 v HorshamHaywards Heath Town 2-0 Horsham | Bostik League South East Division |
| 24 | 29/12/2018 | 13-3 v East Grinstead TownEast Grinstead Town 3-3 Haywards Heath Town | Bostik League South East Division |
| 25 | 5/1/2019 | 12-3 v RamsgateHaywards Heath Town 2-3 Ramsgate | Bostik League South East Division |
| 26 | 12/1/2019 | 10-0 v Hythe TownHythe Town 0-0 Haywards Heath Town | Bostik League South East Division |
| 27 | 15/1/2019 | 13-1 v East PrestonHaywards Heath Town 3-1 East Preston | Sussex County Cup Quarter Final |
| 28 | 19/1/2019 | 11-2 v GuernseyHaywards Heath Town 1-2 Guernsey | Bostik League South East Division |
| 29 | 26/1/2019 | 12-1 v SittingbourneSittingbourne 1-2 Haywards Heath Town | Bostik League South East Division |
| 30 | 5/2/2019 | 14-3 v Three BridgesThree Bridges 3-4 Haywards Heath Town | Bostik League South East Division |
| 31 | 9/2/2019 | 12-1 v Herne BayHaywards Heath Town 2-1 Herne Bay | Bostik League South East Division |
| 32 | 16/2/2019 | 14-2 v Phoenix SportsPhoenix Sports 2-4 Haywards Heath Town | Bostik League South East Division |
| 33 | 19/2/2019 | 12-0 v Faversham TownHaywards Heath Town 2-0 Faversham Town | Bostik League South East Division |
| 34 | 23/2/2019 | 10-0 v Greenwich BoroughHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
| 35 | 27/2/2019 | 11-2 v Burgess Hill TownHaywards Heath Town 1-2 Burgess Hill Town | Sussex County Cup Semi Final |
| 36 | 2/3/2019 | 14-2 v Hastings UnitedHastings United 2-4 Haywards Heath Town | Bostik League South East Division |
| 37 | 16/3/2019 | 13-1 v WhyteleafeHaywards Heath Town 3-1 Whyteleafe | Bostik League South East Division |
| 38 | 23/3/2019 | 12-2 v Cray WanderersCray Wanderers 2-2 Haywards Heath Town | Bostik League South East Division |
| 39 | 30/3/2019 | 10-3 v VCD AthleticVCD Athletic 3-0 Haywards Heath Town | Bostik League South East Division |
