| 1 | Sat 9 Aug | 143-1 v Deal TownDeal Town 1-3 Sittingbourne | Isthmian League - South East Division |
| 2 | Tue 12 Aug | 142-1 v MargateSittingbourne 2-1 Margate | Isthmian League - South East Division |
| 3 | Sat 23 Aug | 82-1 v East Grinstead TownSittingbourne 2-1 East Grinstead Town | Isthmian League - South East Division |
| 4 | Mon 25 Aug | 151-2 v Sheppey UnitedSheppey United 2-1 Sittingbourne | Isthmian League - South East Division |
| 5 | Tue 2 Sep | 102-2 v Beckenham TownBeckenham Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 6 | Tue 16 Sep | 101-1 v Hastings UnitedSittingbourne 1-1 Hastings United | Isthmian League - South East Division |
| 7 | Sat 27 Sep | 81-1 v Erith TownSittingbourne 1-1 Erith Town | Isthmian League - South East Division |
| 8 | Tue 30 Sep | 81-1 v Jersey BullsJersey Bulls 1-1 Sittingbourne | Isthmian League - South East Division |
| 9 | Sat 11 Oct | 83-1 v Broadbridge HeathSittingbourne 3-1 Broadbridge Heath | Isthmian League - South East Division |
| 10 | Tue 14 Oct | 81-0 v Hastings UnitedHastings United 0-1 Sittingbourne | Isthmian League - South East Division |
| 11 | Sat 18 Oct | 81-3 v Faversham TownSittingbourne 1-3 Faversham Town | Isthmian League - South East Division |
| 12 | Tue 28 Oct | 80-4 v Crowborough AthleticCrowborough Athletic 4-0 Sittingbourne | Velocity Cup Second Round |
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