| 1 | 14/8/2021 | 64-0 v LancingSittingbourne 4-0 Lancing | Isthmian League - South East Division |
| 2 | 28/8/2021 | 6 0-1 v WhitehawkWhitehawk 1-0 Sittingbourne | Isthmian League - South East Division |
| 3 | 31/8/2021 | 6 3-1 v Faversham TownSittingbourne 3-1 Faversham Town | Isthmian League - South East Division |
| 4 | 11/9/2021 | 64-1 v CorinthianCorinthian 1-4 Sittingbourne | Isthmian League - South East Division |
| 5 | 14/9/2021 | 41-2 v Hythe TownHythe Town 2-1 Sittingbourne | Isthmian League - South East Division |
| 6 | 25/9/2021 | 52-1 v Phoenix SportsSittingbourne 2-1 Phoenix Sports | Isthmian League - South East Division |
| 7 | 2/10/2021 | 61-1 v Chichester CityChichester City 1-1 Sittingbourne | Isthmian League - South East Division |
| 8 | 9/10/2021 | 51-3 v Herne BaySittingbourne 1-3 Herne Bay | Buildbase FA Trophy Second Qualifying Round |
| 9 | 16/10/2021 | 60-3 v Tonbridge AngelsTonbridge Angels 3-0 Sittingbourne | Friendly |
| 10 | 19/10/2021 | 53-2 v Whitstable TownSittingbourne 3-2 Whitstable Town | Isthmian League - South East Division |
| 11 | 23/10/2021 | 50-6 v Cray Valley PMSittingbourne 0-6 Cray Valley PM | Isthmian League - South East Division |
| 12 | 30/10/2021 | 50-2 v Haywards Heath TownHaywards Heath Town 2-0 Sittingbourne | Isthmian League - South East Division |
| 13 | 6/11/2021 | 51-0 v VCD AthleticSittingbourne 1-0 VCD Athletic | Isthmian League - South East Division |
| 14 | 9/11/2021 | 60-0 v Three BridgesThree Bridges 0-0 Sittingbourne | Velocity Trophy First Round |
| 15 | 13/11/2021 | 61-1 v Three BridgesSittingbourne 1-1 Three Bridges | Isthmian League - South East Division |
| 16 | 27/11/2021 | 184-2 v East Grinstead TownEast Grinstead Town 2-4 Sittingbourne | Isthmian League - South East Division |
| 17 | 30/11/2021 | 61-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-1 Sittingbourne | Velocity Trophy Second Round |
| 18 | 4/12/2021 | 50-0 v RamsgateSittingbourne 0-0 Ramsgate | Isthmian League - South East Division |
| 19 | 11/12/2021 | 51-0 v LancingLancing 0-1 Sittingbourne | Isthmian League - South East Division |
| 20 | 18/12/2021 | 53-1 v WhitehawkSittingbourne 3-1 Whitehawk | Isthmian League - South East Division |
| 21 | 1/1/2022 | 141-0 v Sevenoaks TownSittingbourne 1-0 Sevenoaks Town | Isthmian League - South East Division |
| 22 | 3/1/2022 | 14 1-1 v Herne BayHerne Bay 1-1 Sittingbourne | Isthmian League - South East Division |
| 23 | 15/1/2022 | 5 1-2 v Phoenix SportsPhoenix Sports 2-1 Sittingbourne | Isthmian League - South East Division |
| 24 | 19/2/2022 | 51-2 v Cray Valley PMCray Valley PM 2-1 Sittingbourne | Isthmian League - South East Division |
| 25 | 26/2/2022 | 53-0 v Haywards Heath TownSittingbourne 3-0 Haywards Heath Town | Isthmian League - South East Division |
| 26 | 5/3/2022 | 5 1-0 v VCD AthleticVCD Athletic 0-1 Sittingbourne | Isthmian League - South East Division |
| 27 | 15/4/2022 | 50-2 v Herne BaySittingbourne 0-2 Herne Bay | Isthmian League - South East Division |
| 28 | 18/4/2022 | 50-4 v Sevenoaks TownSevenoaks Town 4-0 Sittingbourne | Isthmian League - South East Division |
| 29 | 23/4/2022 | 5 0-2 v CorinthianSittingbourne 0-2 Corinthian | Isthmian League - South East Division |
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