| 1 | Sat 20 Oct 2018 | 94-2 v Faversham TownFaversham Town 2-4 Haywards Heath Town | Bostik League South East Division |
| 2 | Sat 27 Oct 2018 | 91-3 v GuernseyGuernsey 3-1 Haywards Heath Town | Bostik League South East Division |
| 3 | Sat 3 Nov 2018 | 90-1 v Cray WanderersHaywards Heath Town 0-1 Cray Wanderers | Bostik League South East Division |
| 4 | Tue 6 Nov 2018 | 93-1 v Crawley TownCrawley Town 1-3 Haywards Heath Town | Sussex County Cup Second Round |
| 5 | Sat 10 Nov 2018 | 93-2 v WhyteleafeWhyteleafe 2-3 Haywards Heath Town | Bostik League South East Division |
| 6 | Sat 17 Nov 2018 | 9 1-0 v Herne BayHerne Bay 0-1 Haywards Heath Town | Bostik League South East Division |
| 7 | Sat 24 Nov 2018 | 92-2 v Phoenix SportsHaywards Heath Town 2-2 Phoenix Sports | Bostik League South East Division |
| 8 | Sat 1 Dec 2018 | 94-1 v Greenwich BoroughGreenwich Borough 1-4 Haywards Heath Town | Bostik League South East Division |
| 9 | Tue 4 Dec 2018 | 94-0 v Little CommonLittle Common 0-4 Haywards Heath Town | Sussex County Cup Third Round |
| 10 | Sat 8 Dec 2018 | 92-1 v Hastings UnitedHaywards Heath Town 2-1 Hastings United | Bostik League South East Division |
| 11 | Sat 26 Jan 2019 | 102-1 v SittingbourneSittingbourne 1-2 Haywards Heath Town | Bostik League South East Division |
| 12 | Tue 5 Feb 2019 | 104-3 v Three BridgesThree Bridges 3-4 Haywards Heath Town | Bostik League South East Division |
| 13 | Sat 9 Feb 2019 | 102-1 v Herne BayHaywards Heath Town 2-1 Herne Bay | Bostik League South East Division |
| 14 | Sat 16 Feb 2019 | 104-2 v Phoenix SportsPhoenix Sports 2-4 Haywards Heath Town | Bostik League South East Division |
| 15 | Tue 19 Feb 2019 | 172-0 v Faversham TownHaywards Heath Town 2-0 Faversham Town | Bostik League South East Division |
| 16 | Sat 23 Feb 2019 | 100-0 v Greenwich BoroughHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
| 17 | Wed 27 Feb 2019 | 141-2 v Burgess Hill TownHaywards Heath Town 1-2 Burgess Hill Town | Sussex County Cup Semi Final |
| 18 | Sat 2 Mar 2019 | 104-2 v Hastings UnitedHastings United 2-4 Haywards Heath Town | Bostik League South East Division |
| 19 | Sat 16 Mar 2019 | 103-1 v WhyteleafeHaywards Heath Town 3-1 Whyteleafe | Bostik League South East Division |
| 20 | Sat 30 Mar 2019 | 90-3 v VCD AthleticVCD Athletic 3-0 Haywards Heath Town | Bostik League South East Division |
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