1 | Sat 27 Oct 2018 | 2 1-3 v GuernseyGuernsey 3-1 Haywards Heath Town | Bostik League South East Division |
2 | Sat 3 Nov 2018 | 110-1 v Cray WanderersHaywards Heath Town 0-1 Cray Wanderers | Bostik League South East Division |
3 | Tue 6 Nov 2018 | 113-1 v Crawley TownCrawley Town 1-3 Haywards Heath Town | Sussex County Cup Second Round |
4 | Sat 10 Nov 2018 | 113-2 v WhyteleafeWhyteleafe 2-3 Haywards Heath Town | Bostik League South East Division |
5 | Sat 17 Nov 2018 | 111-0 v Herne BayHerne Bay 0-1 Haywards Heath Town | Bostik League South East Division |
6 | Sat 24 Nov 2018 | 112-2 v Phoenix SportsHaywards Heath Town 2-2 Phoenix Sports | Bostik League South East Division |
7 | Sat 1 Dec 2018 | 114-1 v Greenwich BoroughGreenwich Borough 1-4 Haywards Heath Town | Bostik League South East Division |
8 | Tue 4 Dec 2018 | 114-0 v Little CommonLittle Common 0-4 Haywards Heath Town | Sussex County Cup Third Round |
9 | Sat 8 Dec 2018 | 11 2-1 v Hastings UnitedHaywards Heath Town 2-1 Hastings United | Bostik League South East Division |
10 | Sat 22 Dec 2018 | 112-0 v HorshamHaywards Heath Town 2-0 Horsham | Bostik League South East Division |
11 | Sat 29 Dec 2018 | 11 3-3 v East Grinstead TownEast Grinstead Town 3-3 Haywards Heath Town | Bostik League South East Division |
12 | Sat 5 Jan 2019 | 14 2-3 v RamsgateHaywards Heath Town 2-3 Ramsgate | Bostik League South East Division |
13 | Sat 12 Jan 2019 | 110-0 v Hythe TownHythe Town 0-0 Haywards Heath Town | Bostik League South East Division |
14 | Tue 15 Jan 2019 | 11 3-1 v East PrestonHaywards Heath Town 3-1 East Preston | Sussex County Cup Quarter Final |
15 | Sat 19 Jan 2019 | 111-2 v GuernseyHaywards Heath Town 1-2 Guernsey | Bostik League South East Division |
16 | Sat 26 Jan 2019 | 112-1 v SittingbourneSittingbourne 1-2 Haywards Heath Town | Bostik League South East Division |
17 | Tue 5 Feb 2019 | 11 4-3 v Three BridgesThree Bridges 3-4 Haywards Heath Town | Bostik League South East Division |
18 | Sat 9 Feb 2019 | 112-1 v Herne BayHaywards Heath Town 2-1 Herne Bay | Bostik League South East Division |
19 | Sat 16 Feb 2019 | 114-2 v Phoenix SportsPhoenix Sports 2-4 Haywards Heath Town | Bostik League South East Division |
20 | Tue 19 Feb 2019 | 112-0 v Faversham TownHaywards Heath Town 2-0 Faversham Town | Bostik League South East Division |
21 | Sat 23 Feb 2019 | 120-0 v Greenwich BoroughHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
22 | Wed 27 Feb 2019 | 111-2 v Burgess Hill TownHaywards Heath Town 1-2 Burgess Hill Town | Sussex County Cup Semi Final |
23 | Sat 2 Mar 2019 | 34-2 v Hastings UnitedHastings United 2-4 Haywards Heath Town | Bostik League South East Division |
24 | Sat 16 Mar 2019 | 33-1 v WhyteleafeHaywards Heath Town 3-1 Whyteleafe | Bostik League South East Division |
25 | Sat 23 Mar 2019 | 22-2 v Cray WanderersCray Wanderers 2-2 Haywards Heath Town | Bostik League South East Division |
26 | Sat 30 Mar 2019 | 20-3 v VCD AthleticVCD Athletic 3-0 Haywards Heath Town | Bostik League South East Division |
27 | Sat 6 Apr 2019 | 112-1 v Whitstable TownHaywards Heath Town 2-1 Whitstable Town | Bostik League South East Division |
28 | Sat 13 Apr 2019 | 11 0-1 v Sevenoaks TownHaywards Heath Town 0-1 Sevenoaks Town | Bostik League South East Division |
29 | Sat 20 Apr 2019 | 110-0 v RamsgateRamsgate 0-0 Haywards Heath Town | Bostik League South East Division |
30 | Mon 22 Apr 2019 | 123-1 v East Grinstead TownHaywards Heath Town 3-1 East Grinstead Town | Bostik League South East Division |
31 | Sat 27 Apr 2019 | 110-5 v Ashford UnitedAshford United 5-0 Haywards Heath Town | Bostik League South East Division |
32 | Mon 29 Apr 2019 | 11 0-3 v HorshamHorsham 3-0 Haywards Heath Town | Bostik League South East Division Play-off Semi Final |