| 1 | Sat 9 Aug | 53-1 v Deal TownDeal Town 1-3 Sittingbourne | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 52-1 v MargateSittingbourne 2-1 Margate | Isthmian League - South East Division |
| 3 | Sat 16 Aug | 5 1-0 v VCD AthleticVCD Athletic 0-1 Sittingbourne | Emirates FA Cup Preliminary Round |
| 4 | Sat 23 Aug | 52-1 v East Grinstead TownSittingbourne 2-1 East Grinstead Town | Isthmian League - South East Division |
| 5 | Mon 25 Aug | 51-2 v Sheppey UnitedSheppey United 2-1 Sittingbourne | Isthmian League - South East Division |
| 6 | Sat 30 Aug | 51-2 v AFC Croydon AthleticSittingbourne 1-2 AFC Croydon Athletic | Emirates FA Cup First Qualifying Round |
| 7 | Tue 2 Sep | 5 2-2 v Beckenham TownBeckenham Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 8 | Tue 16 Sep | 51-1 v Hastings UnitedSittingbourne 1-1 Hastings United | Isthmian League - South East Division |
| 9 | Sat 4 Oct | 51-0 v Hashtag UnitedSittingbourne 1-0 Hashtag United | Isuzu FA Trophy Third Qualifying Round |
| 10 | Sat 11 Oct | 53-1 v Broadbridge HeathSittingbourne 3-1 Broadbridge Heath | Isthmian League - South East Division |
| 11 | Tue 14 Oct | 51-0 v Hastings UnitedHastings United 0-1 Sittingbourne | Isthmian League - South East Division |
| 12 | Sat 18 Oct | 51-3 v Faversham TownSittingbourne 1-3 Faversham Town | Isthmian League - South East Division |
| 13 | Sat 25 Oct | 52-1 v Cray Valley PMSittingbourne 2-1 Cray Valley PM | Isuzu FA Trophy First Round |
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