| 1 | 22/9/2018 | 151-1 v Three BridgesWhitstable Town 1-1 Three Bridges | Bostik League South East Division |
| 2 | 6/10/2018 | 14 2-0 v Greenwich BoroughWhitstable Town 2-0 Greenwich Borough | Bostik League South East Division |
| 3 | 9/10/2018 | 32-0 v RamsgateRamsgate 0-2 Whitstable Town | Velocity Trophy First Round |
| 4 | 13/10/2018 | 164-1 v Bedfont SportsBedfont Sports 1-4 Whitstable Town | Buildbase FA Trophy Preliminary Round |
| 5 | 27/10/2018 | 12 1-3 v Brentwood TownBrentwood Town 3-1 Whitstable Town | Buildbase FA Trophy First Qualifying Round |
| 6 | 3/11/2018 | 120-2 v WhyteleafeWhitstable Town 0-2 Whyteleafe | Bostik League South East Division |
| 7 | 10/11/2018 | 162-1 v SittingbourneSittingbourne 1-2 Whitstable Town | Bostik League South East Division |
| 8 | 13/11/2018 | 3 4-3 v CheshuntWhitstable Town 4-3 Cheshunt | Velocity Trophy Third Round |
| 9 | 17/11/2018 | 31-3 v Hastings UnitedHastings United 3-1 Whitstable Town | Bostik League South East Division |
| 10 | 1/12/2018 | 30-4 v HorshamHorsham 4-0 Whitstable Town | Bostik League South East Division |
| 11 | 8/12/2018 | 3 0-4 v Herne BayWhitstable Town 0-4 Herne Bay | Bostik League South East Division |
| 12 | 15/1/2019 | 31-4 v AFC HornchurchAFC Hornchurch 4-1 Whitstable Town | Velocity Trophy Quarter Final |
| 13 | 9/2/2019 | 171-1 v Hastings UnitedWhitstable Town 1-1 Hastings United | Bostik League South East Division |
| 14 | 23/2/2019 | 150-3 v HorshamWhitstable Town 0-3 Horsham | Bostik League South East Division |
| 15 | 2/3/2019 | 161-3 v Herne BayHerne Bay 3-1 Whitstable Town | Bostik League South East Division |
| 16 | 9/3/2019 | 33-1 v GuernseyWhitstable Town 3-1 Guernsey | Bostik League South East Division |
| 17 | 16/3/2019 | 32-1 v SittingbourneWhitstable Town 2-1 Sittingbourne | Bostik League South East Division |
| 18 | 19/3/2019 | 34-1 v VCD AthleticWhitstable Town 4-1 VCD Athletic | Bostik League South East Division |
| 19 | 30/3/2019 | 121-0 v Cray WanderersWhitstable Town 1-0 Cray Wanderers | Bostik League South East Division |
| 20 | 13/4/2019 | 162-1 v Phoenix SportsWhitstable Town 2-1 Phoenix Sports | Bostik League South East Division |
