| 1 | Sat 7 Sep | 62-0 v Sutton Common RoversSittingbourne 2-0 Sutton Common Rovers | Isuzu FA Trophy First Qualifying Round |
| 2 | Tue 10 Sep | 44-0 v Phoenix SportsSittingbourne 4-0 Phoenix Sports | Isthmian League - South East Division |
| 3 | Tue 17 Sep | 41-4 v Erith TownErith Town 4-1 Sittingbourne | Velocity Cup Second Round |
| 4 | Sat 21 Sep | 124-1 v KingstonianSittingbourne 4-1 Kingstonian | Isuzu FA Trophy Second Qualifying Round |
| 5 | Tue 24 Sep | 41-6 v Deal TownDeal Town 6-1 Sittingbourne | Kent Senior Cup First Round |
| 6 | Tue 1 Oct | 52-0 v Burgess Hill TownBurgess Hill Town 0-2 Sittingbourne | Isthmian League - South East Division |
| 7 | Sat 5 Oct | 52-1 v Bognor Regis TownSittingbourne 2-1 Bognor Regis Town | Isuzu FA Trophy Third Qualifying Round |
| 8 | Tue 8 Oct | 5 3-2 v Deal TownDeal Town 2-3 Sittingbourne | Isthmian League - South East Division |
| 9 | Sat 12 Oct | 52-2 v Beckenham TownBeckenham Town 2-2 Sittingbourne | Isthmian League - South East Division |
| 10 | Wed 16 Oct | 171-1 v Sevenoaks TownSevenoaks Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 11 | Sat 19 Oct | 66-0 v Hythe TownSittingbourne 6-0 Hythe Town | Isthmian League - South East Division |
| 12 | Tue 22 Oct | 6 4-1 v Herne BaySittingbourne 4-1 Herne Bay | Isthmian League - South East Division |
| 13 | Sat 26 Oct | 142-0 v Dover AthleticDover Athletic 0-2 Sittingbourne | Isuzu FA Trophy First Round |
| 14 | Tue 29 Oct | 145-0 v Steyning Town CommunitySittingbourne 5-0 Steyning Town Community | Isthmian League - South East Division |
| 15 | Sat 2 Nov | 123-0 v Three BridgesSittingbourne 3-0 Three Bridges | Isthmian League - South East Division |
| 16 | Tue 5 Nov | 123-0 v Phoenix SportsPhoenix Sports 0-3 Sittingbourne | Isthmian League - South East Division |
| 17 | Sat 9 Nov | 55-0 v Deal TownSittingbourne 5-0 Deal Town | Isthmian League - South East Division |
| 18 | Sat 16 Nov | 5 1-1 v Winchester CityWinchester City 1-1 Sittingbourne | Isuzu FA Trophy Second Round |
| 19 | Sat 23 Nov | 153-0 v Sevenoaks TownSittingbourne 3-0 Sevenoaks Town | Isthmian League - South East Division |
| 20 | Sat 30 Nov | 143-1 v AFC Croydon AthleticSittingbourne 3-1 AFC Croydon Athletic | Isthmian League - South East Division |
| 21 | Tue 3 Dec | 61-0 v Littlehampton TownLittlehampton Town 0-1 Sittingbourne | Isthmian League - South East Division |
| 22 | Sat 7 Dec | 54-2 v Enfield TownSittingbourne 4-2 Enfield Town | Isuzu FA Trophy Third Round |
| 23 | Tue 10 Dec | 54-0 v Herne BayHerne Bay 0-4 Sittingbourne | Isthmian League - South East Division |
| 24 | Sat 14 Dec | 5 2-0 v MersthamSittingbourne 2-0 Merstham | Isthmian League - South East Division |
| 25 | Sat 21 Dec | 52-1 v Eastbourne TownEastbourne Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 26 | Thu 26 Dec | 54-0 v Sheppey UnitedSittingbourne 4-0 Sheppey United | Isthmian League - South East Division |
| 27 | Sat 28 Dec | 53-2 v Broadbridge HeathBroadbridge Heath 2-3 Sittingbourne | Isthmian League - South East Division |
| 28 | Wed 1 Jan | 51-1 v Ashford UnitedAshford United 1-1 Sittingbourne | Isthmian League - South East Division |
| 29 | Sat 4 Jan | 52-1 v SalisburySittingbourne 2-1 Salisbury | Isuzu FA Trophy Fourth Round |
| 30 | Sat 18 Jan | 58-1 v LancingSittingbourne 8-1 Lancing | Isthmian League - South East Division |
| 31 | Tue 21 Jan | 53-0 v East Grinstead TownSittingbourne 3-0 East Grinstead Town | Isthmian League - South East Division |
| 32 | Sat 25 Jan | 54-0 v AFC Croydon AthleticAFC Croydon Athletic 0-4 Sittingbourne | Isthmian League - South East Division |
| 33 | Sat 1 Feb | 51-0 v Southend UnitedSouthend United 0-1 Sittingbourne | Isuzu FA Trophy Fifth Round |
| 34 | Tue 4 Feb | 51-1 v Erith TownErith Town 1-1 Sittingbourne | Isthmian League - South East Division |
| 35 | Mon 21 Apr | 12 0-0 v Sheppey UnitedSheppey United 0-0 Sittingbourne | Isthmian League - South East Division |
| 36 | Sat 26 Apr | 153-3 v RamsgateSittingbourne 3-3 Ramsgate | Isthmian League - South East Division |
| 37 | Tue 29 Apr | 144-2 v MersthamSittingbourne 4-2 Merstham | Isthmian League - South East Division Play-off Semi Final |
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