| 1 | 2/10/2021 | 51-1 v Chichester CityChichester City 1-1 Sittingbourne | Isthmian League - South East Division |
| 2 | 16/10/2021 | 140-3 v Tonbridge AngelsTonbridge Angels 3-0 Sittingbourne | Friendly |
| 3 | 19/10/2021 | 6 3-2 v Whitstable TownSittingbourne 3-2 Whitstable Town | Isthmian League - South East Division |
| 4 | 30/10/2021 | 140-2 v Haywards Heath TownHaywards Heath Town 2-0 Sittingbourne | Isthmian League - South East Division |
| 5 | 6/11/2021 | 141-0 v VCD AthleticSittingbourne 1-0 VCD Athletic | Isthmian League - South East Division |
| 6 | 9/11/2021 | 50-0 v Three BridgesThree Bridges 0-0 Sittingbourne | Velocity Trophy First Round |
| 7 | 13/11/2021 | 51-1 v Three BridgesSittingbourne 1-1 Three Bridges | Isthmian League - South East Division |
| 8 | 20/11/2021 | 140-1 v Ashford UnitedAshford United 1-0 Sittingbourne | Isthmian League - South East Division |
| 9 | 23/11/2021 | 141-2 v Hastings UnitedHastings United 2-1 Sittingbourne | Isthmian League - South East Division |
| 10 | 27/11/2021 | 144-2 v East Grinstead TownEast Grinstead Town 2-4 Sittingbourne | Isthmian League - South East Division |
| 11 | 30/11/2021 | 141-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-1 Sittingbourne | Velocity Trophy Second Round |
| 12 | 4/12/2021 | 140-0 v RamsgateSittingbourne 0-0 Ramsgate | Isthmian League - South East Division |
| 13 | 11/12/2021 | 141-0 v LancingLancing 0-1 Sittingbourne | Isthmian League - South East Division |
| 14 | 14/12/2021 | 5 1-1 v VCD AthleticSittingbourne 1-1 VCD Athletic | Kent Senior Cup First Round |
| 15 | 18/12/2021 | 143-1 v WhitehawkSittingbourne 3-1 Whitehawk | Isthmian League - South East Division |
| 16 | 22/1/2022 | 52-1 v Hythe TownSittingbourne 2-1 Hythe Town | Isthmian League - South East Division |
| 17 | 25/1/2022 | 50-1 v Burgess Hill TownSittingbourne 0-1 Burgess Hill Town | Isthmian League - South East Division |
| 18 | 29/1/2022 | 52-0 v Whitstable TownWhitstable Town 0-2 Sittingbourne | Isthmian League - South East Division |
| 19 | 5/2/2022 | 50-1 v Chichester CitySittingbourne 0-1 Chichester City | Isthmian League - South East Division |
| 20 | 12/2/2022 | 51-2 v Hastings UnitedSittingbourne 1-2 Hastings United | Isthmian League - South East Division |
| 21 | 12/3/2022 | 51-1 v Three BridgesThree Bridges 1-1 Sittingbourne | Isthmian League - South East Division |
| 22 | 19/3/2022 | 141-1 v Ashford UnitedSittingbourne 1-1 Ashford United | Isthmian League - South East Division |
| 23 | 26/3/2022 | 14 1-0 v RamsgateRamsgate 0-1 Sittingbourne | Isthmian League - South East Division |
| 24 | 2/4/2022 | 140-0 v East Grinstead TownSittingbourne 0-0 East Grinstead Town | Isthmian League - South East Division |
| 25 | 9/4/2022 | 141-4 v Burgess Hill TownBurgess Hill Town 4-1 Sittingbourne | Isthmian League - South East Division |
| 26 | 15/4/2022 | 14 0-2 v Herne BaySittingbourne 0-2 Herne Bay | Isthmian League - South East Division |
| 27 | 18/4/2022 | 140-4 v Sevenoaks TownSevenoaks Town 4-0 Sittingbourne | Isthmian League - South East Division |
| 28 | 23/4/2022 | 140-2 v CorinthianSittingbourne 0-2 Corinthian | Isthmian League - South East Division |
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