| 1 | Sat 30 Sep | 62-2 v Sevenoaks TownSevenoaks Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 2 | Sat 7 Oct | 136-0 v Erith & BelvedereSittingbourne 6-0 Erith & Belvedere | Isthmian League - South East Division |
| 3 | Tue 10 Oct | 132-0 v Herne BaySittingbourne 2-0 Herne Bay | Isthmian League - South East Division |
| 4 | Sat 14 Oct | 131-1 v Burgess Hill TownBurgess Hill Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 5 | Sat 11 Nov | 131-0 v Ashford UnitedSittingbourne 1-0 Ashford United | Isthmian League - South East Division |
| 6 | Sat 18 Nov | 13 4-1 v Three BridgesSittingbourne 4-1 Three Bridges | Isthmian League - South East Division |
| 7 | Tue 21 Nov | 132-0 v Chichester CityChichester City 0-2 Sittingbourne | Isthmian League - South East Division |
| 8 | Sat 25 Nov | 13 0-0 v LancingLancing 0-0 Sittingbourne | Isthmian League - South East Division |
| 9 | Tue 28 Nov | 130-1 v Hythe TownSittingbourne 0-1 Hythe Town | Isthmian League - South East Division |
| 10 | Sat 30 Dec | 152-2 v Cray Valley PMCray Valley PM 2-2 Sittingbourne | Isthmian League - South East Division |
| 11 | Mon 1 Jan | 132-3 v RamsgateSittingbourne 2-3 Ramsgate | Isthmian League - South East Division |
| 12 | Sat 6 Jan | 174-0 v Beckenham TownSittingbourne 4-0 Beckenham Town | Isthmian League - South East Division |
| 13 | Sat 13 Jan | 172-0 v Broadbridge HeathBroadbridge Heath 0-2 Sittingbourne | Isthmian League - South East Division |
| 14 | Tue 23 Jan | 151-2 v Hythe TownHythe Town 2-1 Sittingbourne | Kent Senior Cup Second Round |
| 15 | Sat 27 Jan | 15 3-0 v Herne BayHerne Bay 0-3 Sittingbourne | Isthmian League - South East Division |
| 16 | Tue 30 Jan | 152-1 v East Grinstead TownEast Grinstead Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 17 | Sat 3 Feb | 155-0 v Burgess Hill TownSittingbourne 5-0 Burgess Hill Town | Isthmian League - South East Division |
| 18 | Tue 6 Feb | 15 2-1 v Sevenoaks TownSittingbourne 2-1 Sevenoaks Town | Isthmian League - South East Division |
| 19 | Sun 11 Feb | 154-0 v Erith & BelvedereErith & Belvedere 0-4 Sittingbourne | Isthmian League - South East Division |
| 20 | Sat 17 Feb | 150-3 v Chichester CitySittingbourne 0-3 Chichester City | Isthmian League - South East Division |
| 21 | Sat 2 Mar | 15 2-0 v East Grinstead TownSittingbourne 2-0 East Grinstead Town | Isthmian League - South East Division |
| 22 | Sat 9 Mar | 155-1 v Ashford UnitedAshford United 1-5 Sittingbourne | Isthmian League - South East Division |
| 23 | Sat 16 Mar | 150-1 v Broadbridge HeathSittingbourne 0-1 Broadbridge Heath | Isthmian League - South East Division |
| 24 | Sat 23 Mar | 153-2 v Beckenham TownBeckenham Town 2-3 Sittingbourne | Isthmian League - South East Division |
| 25 | Mon 1 Apr | 152-2 v RamsgateRamsgate 2-2 Sittingbourne | Isthmian League - South East Division |
| 26 | Sat 6 Apr | 150-3 v Three BridgesThree Bridges 3-0 Sittingbourne | Isthmian League - South East Division |
| 27 | Sat 27 Apr | 151-4 v Littlehampton TownSittingbourne 1-4 Littlehampton Town | Isthmian League - South East Division |
| 28 | Tue 30 Apr | 151-2 v Three BridgesSittingbourne 1-2 Three Bridges | Isthmian League - South East Division Play-off Semi Final |
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