| 1 | Sat 26 Oct | 122-0 v Dover AthleticDover Athletic 0-2 Sittingbourne | Isuzu FA Trophy First Round |
| 2 | Tue 29 Oct | 125-0 v Steyning Town CommunitySittingbourne 5-0 Steyning Town Community | Isthmian League - South East Division |
| 3 | Sat 9 Nov | 125-0 v Deal TownSittingbourne 5-0 Deal Town | Isthmian League - South East Division |
| 4 | Sat 16 Nov | 121-1 v Winchester CityWinchester City 1-1 Sittingbourne | Isuzu FA Trophy Second Round |
| 5 | Sat 23 Nov | 123-0 v Sevenoaks TownSittingbourne 3-0 Sevenoaks Town | Isthmian League - South East Division |
| 6 | Sat 30 Nov | 123-1 v AFC Croydon AthleticSittingbourne 3-1 AFC Croydon Athletic | Isthmian League - South East Division |
| 7 | Tue 3 Dec | 3 1-0 v Littlehampton TownLittlehampton Town 0-1 Sittingbourne | Isthmian League - South East Division |
| 8 | Sat 7 Dec | 34-2 v Enfield TownSittingbourne 4-2 Enfield Town | Isuzu FA Trophy Third Round |
| 9 | Tue 10 Dec | 34-0 v Herne BayHerne Bay 0-4 Sittingbourne | Isthmian League - South East Division |
| 10 | Sat 14 Dec | 32-0 v MersthamSittingbourne 2-0 Merstham | Isthmian League - South East Division |
| 11 | Sat 21 Dec | 32-1 v Eastbourne TownEastbourne Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 12 | Thu 26 Dec | 34-0 v Sheppey UnitedSittingbourne 4-0 Sheppey United | Isthmian League - South East Division |
| 13 | Wed 1 Jan | 31-1 v Ashford UnitedAshford United 1-1 Sittingbourne | Isthmian League - South East Division |
| 14 | Sat 4 Jan | 32-1 v SalisburySittingbourne 2-1 Salisbury | Isuzu FA Trophy Fourth Round |
| 15 | Sat 18 Jan | 38-1 v LancingSittingbourne 8-1 Lancing | Isthmian League - South East Division |
| 16 | Tue 21 Jan | 33-0 v East Grinstead TownSittingbourne 3-0 East Grinstead Town | Isthmian League - South East Division |
| 17 | Sat 25 Jan | 34-0 v AFC Croydon AthleticAFC Croydon Athletic 0-4 Sittingbourne | Isthmian League - South East Division |
| 18 | Sat 8 Feb | 32-1 v Steyning Town CommunitySteyning Town Community 1-2 Sittingbourne | Isthmian League - South East Division |
| 19 | Sat 15 Feb | 30-0 v Beckenham TownSittingbourne 0-0 Beckenham Town | Isthmian League - South East Division |
| 20 | Tue 18 Feb | 33-0 v MargateSittingbourne 3-0 Margate | Isthmian League - South East Division |
| 21 | Sat 1 Mar | 30-3 v Aldershot TownSittingbourne 0-3 Aldershot Town | Isuzu FA Trophy Quarter Final |
| 22 | Tue 4 Mar | 33-0 v MargateMargate 0-3 Sittingbourne | Isthmian League - South East Division |
| 23 | Sat 8 Mar | 32-3 v Three BridgesThree Bridges 3-2 Sittingbourne | Isthmian League - South East Division |
| 24 | Sat 15 Mar | 30-1 v MersthamMerstham 1-0 Sittingbourne | Isthmian League - South East Division |
| 25 | Tue 18 Mar | 32-1 v Hythe TownHythe Town 1-2 Sittingbourne | Isthmian League - South East Division |
| 26 | Sat 22 Mar | 32-0 v Eastbourne TownSittingbourne 2-0 Eastbourne Town | Isthmian League - South East Division |
| 27 | Sat 29 Mar | 31-0 v LancingLancing 0-1 Sittingbourne | Isthmian League - South East Division |
| 28 | Sat 12 Apr | 35-0 v East Grinstead TownEast Grinstead Town 0-5 Sittingbourne | Isthmian League - South East Division |
| 29 | Fri 18 Apr | 31-1 v Burgess Hill TownSittingbourne 1-1 Burgess Hill Town | Isthmian League - South East Division |
| 30 | Tue 29 Apr | 3 4-2 v MersthamSittingbourne 4-2 Merstham | Isthmian League - South East Division Play-off Semi Final |
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