| 1 | 15/9/2018 | 102-0 v Phoenix SportsPhoenix Sports 0-2 Whitstable Town | Bostik League South East Division |
| 2 | 18/9/2018 | 10 0-0 v Haywards Heath TownWhitstable Town 0-0 Haywards Heath Town | Bostik League South East Division |
| 3 | 22/9/2018 | 101-1 v Three BridgesWhitstable Town 1-1 Three Bridges | Bostik League South East Division |
| 4 | 25/9/2018 | 10 1-1 v Sevenoaks TownWhitstable Town 1-1 Sevenoaks Town | Bostik League South East Division |
| 5 | 29/9/2018 | 102-1 v Faversham TownFaversham Town 1-2 Whitstable Town | Bostik League South East Division |
| 6 | 6/10/2018 | 102-0 v Greenwich BoroughWhitstable Town 2-0 Greenwich Borough | Bostik League South East Division |
| 7 | 13/10/2018 | 104-1 v Bedfont SportsBedfont Sports 1-4 Whitstable Town | Buildbase FA Trophy Preliminary Round |
| 8 | 20/10/2018 | 10 1-3 v VCD AthleticVCD Athletic 3-1 Whitstable Town | Bostik League South East Division |
| 9 | 27/10/2018 | 10 1-3 v Brentwood TownBrentwood Town 3-1 Whitstable Town | Buildbase FA Trophy First Qualifying Round |
| 10 | 3/11/2018 | 100-2 v WhyteleafeWhitstable Town 0-2 Whyteleafe | Bostik League South East Division |
| 11 | 10/11/2018 | 102-1 v SittingbourneSittingbourne 1-2 Whitstable Town | Bostik League South East Division |
| 12 | 13/11/2018 | 10 4-3 v CheshuntWhitstable Town 4-3 Cheshunt | Velocity Trophy Third Round |
| 13 | 17/11/2018 | 101-3 v Hastings UnitedHastings United 3-1 Whitstable Town | Bostik League South East Division |
| 14 | 8/12/2018 | 10 0-4 v Herne BayWhitstable Town 0-4 Herne Bay | Bostik League South East Division |
| 15 | 26/12/2018 | 91-0 v RamsgateWhitstable Town 1-0 Ramsgate | Bostik League South East Division |
| 16 | 29/12/2018 | 9 0-2 v Hythe TownHythe Town 2-0 Whitstable Town | Bostik League South East Division |
| 17 | 19/1/2019 | 9 1-2 v Faversham TownWhitstable Town 1-2 Faversham Town | Bostik League South East Division |
| 18 | 26/1/2019 | 90-0 v Greenwich BoroughGreenwich Borough 0-0 Whitstable Town | Bostik League South East Division |
| 19 | 5/2/2019 | 9 1-1 v Sevenoaks TownSevenoaks Town 1-1 Whitstable Town | Bostik League South East Division |
| 20 | 9/2/2019 | 9 1-1 v Hastings UnitedWhitstable Town 1-1 Hastings United | Bostik League South East Division |
| 21 | 9/3/2019 | 10 3-1 v GuernseyWhitstable Town 3-1 Guernsey | Bostik League South East Division |
| 22 | 16/3/2019 | 102-1 v SittingbourneWhitstable Town 2-1 Sittingbourne | Bostik League South East Division |
| 23 | 19/3/2019 | 10 4-1 v VCD AthleticWhitstable Town 4-1 VCD Athletic | Bostik League South East Division |
| 24 | 23/3/2019 | 101-1 v WhyteleafeWhyteleafe 1-1 Whitstable Town | Bostik League South East Division |
| 25 | 6/4/2019 | 121-2 v Haywards Heath TownHaywards Heath Town 2-1 Whitstable Town | Bostik League South East Division |
| 26 | 13/4/2019 | 102-1 v Phoenix SportsWhitstable Town 2-1 Phoenix Sports | Bostik League South East Division |
| 27 | 20/4/2019 | 120-4 v East Grinstead TownEast Grinstead Town 4-0 Whitstable Town | Bostik League South East Division |
| 28 | 22/4/2019 | 100-0 v Hythe TownWhitstable Town 0-0 Hythe Town | Bostik League South East Division |
| 29 | 27/4/2019 | 10 1-2 v Three BridgesThree Bridges 2-1 Whitstable Town | Bostik League South East Division |
