| 1 | Sat 9 Aug | 73-1 v Deal TownDeal Town 1-3 Sittingbourne | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 72-1 v MargateSittingbourne 2-1 Margate | Isthmian League - South East Division |
| 3 | Sat 16 Aug | 171-0 v VCD AthleticVCD Athletic 0-1 Sittingbourne | Emirates FA Cup Preliminary Round |
| 4 | Sat 23 Aug | 72-1 v East Grinstead TownSittingbourne 2-1 East Grinstead Town | Isthmian League - South East Division |
| 5 | Mon 25 Aug | 161-2 v Sheppey UnitedSheppey United 2-1 Sittingbourne | Isthmian League - South East Division |
| 6 | Sat 30 Aug | 141-2 v AFC Croydon AthleticSittingbourne 1-2 AFC Croydon Athletic | Emirates FA Cup First Qualifying Round |
| 7 | Tue 2 Sep | 7 2-2 v Beckenham TownBeckenham Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 8 | Tue 16 Sep | 71-1 v Hastings UnitedSittingbourne 1-1 Hastings United | Isthmian League - South East Division |
| 9 | Sat 27 Sep | 171-1 v Erith TownSittingbourne 1-1 Erith Town | Isthmian League - South East Division |
| 10 | Tue 30 Sep | 151-1 v Jersey BullsJersey Bulls 1-1 Sittingbourne | Isthmian League - South East Division |
| 11 | Tue 14 Oct | 141-0 v Hastings UnitedHastings United 0-1 Sittingbourne | Isthmian League - South East Division |
| 12 | Sat 18 Oct | 141-3 v Faversham TownSittingbourne 1-3 Faversham Town | Isthmian League - South East Division |
| 13 | Sat 25 Oct | 152-1 v Cray Valley PMSittingbourne 2-1 Cray Valley PM | Isuzu FA Trophy First Round |
| 14 | Tue 28 Oct | 20-4 v Crowborough AthleticCrowborough Athletic 4-0 Sittingbourne | Velocity Cup Second Round |
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