| 1 | Tue 5 Feb 2019 | 124-3 v Three BridgesThree Bridges 3-4 Haywards Heath Town | Bostik League South East Division |
| 2 | Sat 9 Feb 2019 | 92-1 v Herne BayHaywards Heath Town 2-1 Herne Bay | Bostik League South East Division |
| 3 | Sat 16 Feb 2019 | 154-2 v Phoenix SportsPhoenix Sports 2-4 Haywards Heath Town | Bostik League South East Division |
| 4 | Tue 19 Feb 2019 | 122-0 v Faversham TownHaywards Heath Town 2-0 Faversham Town | Bostik League South East Division |
| 5 | Sat 23 Feb 2019 | 70-0 v Greenwich BoroughHaywards Heath Town 0-0 Greenwich Borough | Bostik League South East Division |
| 6 | Wed 27 Feb 2019 | 121-2 v Burgess Hill TownHaywards Heath Town 1-2 Burgess Hill Town | Sussex County Cup Semi Final |
| 7 | Sat 2 Mar 2019 | 114-2 v Hastings UnitedHastings United 2-4 Haywards Heath Town | Bostik League South East Division |
| 8 | Sat 16 Mar 2019 | 113-1 v WhyteleafeHaywards Heath Town 3-1 Whyteleafe | Bostik League South East Division |
| 9 | Sat 23 Mar 2019 | 112-2 v Cray WanderersCray Wanderers 2-2 Haywards Heath Town | Bostik League South East Division |
| 10 | Sat 30 Mar 2019 | 110-3 v VCD AthleticVCD Athletic 3-0 Haywards Heath Town | Bostik League South East Division |
| 11 | Sat 13 Apr 2019 | 150-1 v Sevenoaks TownHaywards Heath Town 0-1 Sevenoaks Town | Bostik League South East Division |
| 12 | Sat 20 Apr 2019 | 100-0 v RamsgateRamsgate 0-0 Haywards Heath Town | Bostik League South East Division |
| 13 | Mon 22 Apr 2019 | 113-1 v East Grinstead TownHaywards Heath Town 3-1 East Grinstead Town | Bostik League South East Division |
| 14 | Sat 27 Apr 2019 | 1 0-5 v Ashford UnitedAshford United 5-0 Haywards Heath Town | Bostik League South East Division |
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