| 1 | 14/8/2021 | 31-2 v Sevenoaks TownWhitstable Town 1-2 Sevenoaks Town | Isthmian League - South East Division |
| 2 | 21/8/2021 | 35-0 v AlfoldWhitstable Town 5-0 Alfold | Emirates FA Cup Preliminary Round |
| 3 | 28/8/2021 | 31-3 v East Grinstead TownEast Grinstead Town 3-1 Whitstable Town | Isthmian League - South East Division |
| 4 | 30/8/2021 | 31-2 v Herne BayWhitstable Town 1-2 Herne Bay | Isthmian League - South East Division |
| 5 | 4/9/2021 | 32-2 v LeatherheadWhitstable Town 2-2 Leatherhead | Emirates FA Cup First Qualifying Round |
| 6 | 7/9/2021 | 30-1 v LeatherheadLeatherhead 1-0 Whitstable Town | Emirates FA Cup First Qualifying Round Replay |
| 7 | 11/9/2021 | 30-1 v LancingLancing 1-0 Whitstable Town | Isthmian League - South East Division |
| 8 | 14/9/2021 | 31-1 v VCD AthleticWhitstable Town 1-1 VCD Athletic | Isthmian League - South East Division |
| 9 | 25/9/2021 | 30-4 v Chichester CityChichester City 4-0 Whitstable Town | Buildbase FA Trophy First Qualifying Round |
| 10 | 2/10/2021 | 33-4 v Cray Valley PMWhitstable Town 3-4 Cray Valley PM | Isthmian League - South East Division |
| 11 | 16/10/2021 | 31-0 v Phoenix SportsWhitstable Town 1-0 Phoenix Sports | Isthmian League - South East Division |
| 12 | 19/10/2021 | 32-3 v SittingbourneSittingbourne 3-2 Whitstable Town | Isthmian League - South East Division |
| 13 | 23/10/2021 | 30-2 v Ashford UnitedAshford United 2-0 Whitstable Town | Isthmian League - South East Division |
| 14 | 30/10/2021 | 31-1 v Three BridgesWhitstable Town 1-1 Three Bridges | Isthmian League - South East Division |
| 15 | 2/11/2021 | 31-4 v Hastings UnitedHastings United 4-1 Whitstable Town | Isthmian League - South East Division |
| 16 | 6/11/2021 | 31-2 v Chichester CityChichester City 2-1 Whitstable Town | Isthmian League - South East Division |
| 17 | 13/11/2021 | 30-1 v Burgess Hill TownWhitstable Town 0-1 Burgess Hill Town | Isthmian League - South East Division |
| 18 | 20/11/2021 | 123-0 v Hythe TownHythe Town 0-3 Whitstable Town | Isthmian League - South East Division |
| 19 | 27/11/2021 | 121-0 v WhitehawkWhitehawk 0-1 Whitstable Town | Isthmian League - South East Division |
| 20 | 4/12/2021 | 33-2 v Haywards Heath TownWhitstable Town 3-2 Haywards Heath Town | Isthmian League - South East Division |
| 21 | 7/12/2021 | 30-4 v Ashford UnitedAshford United 4-0 Whitstable Town | Kent Senior Cup First Round |
| 22 | 11/12/2021 | 121-0 v Sevenoaks TownSevenoaks Town 0-1 Whitstable Town | Isthmian League - South East Division |
| 23 | 18/12/2021 | 142-2 v East Grinstead TownWhitstable Town 2-2 East Grinstead Town | Isthmian League - South East Division |
| 24 | 11/1/2022 | 32-1 v Herne BayHerne Bay 1-2 Whitstable Town | Velocity Trophy Second Round |
| 25 | 15/1/2022 | 120-1 v Hastings UnitedWhitstable Town 0-1 Hastings United | Isthmian League - South East Division |
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