| 1 | Sat 27 Sep | 71-1 v Erith TownSittingbourne 1-1 Erith Town | Isthmian League - South East Division |
| 2 | Tue 30 Sep | 71-1 v Jersey BullsJersey Bulls 1-1 Sittingbourne | Isthmian League - South East Division |
| 3 | Sat 4 Oct | 111-0 v Hashtag UnitedSittingbourne 1-0 Hashtag United | Isuzu FA Trophy Third Qualifying Round |
| 4 | Sat 11 Oct | 113-1 v Broadbridge HeathSittingbourne 3-1 Broadbridge Heath | Isthmian League - South East Division |
| 5 | Tue 14 Oct | 71-0 v Hastings UnitedHastings United 0-1 Sittingbourne | Isthmian League - South East Division |
| 6 | Sat 18 Oct | 71-3 v Faversham TownSittingbourne 1-3 Faversham Town | Isthmian League - South East Division |
| 7 | Sat 25 Oct | 72-1 v Cray Valley PMSittingbourne 2-1 Cray Valley PM | Isuzu FA Trophy First Round |
| 8 | Sat 1 Nov | 74-3 v AFC Croydon AthleticSittingbourne 4-3 AFC Croydon Athletic | Isthmian League - South East Division |
| 9 | Sat 8 Nov | 71-2 v Three BridgesThree Bridges 2-1 Sittingbourne | Isthmian League - South East Division |
| 10 | Tue 11 Nov | 70-1 v MargateMargate 1-0 Sittingbourne | Isthmian League - South East Division |
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