| 1 | Tue 16 Sep | 11 1-1 v Hastings UnitedSittingbourne 1-1 Hastings United | Isthmian League - South East Division |
| 2 | Sat 27 Sep | 111-1 v Erith TownSittingbourne 1-1 Erith Town | Isthmian League - South East Division |
| 3 | Tue 30 Sep | 111-1 v Jersey BullsJersey Bulls 1-1 Sittingbourne | Isthmian League - South East Division |
| 4 | Sat 4 Oct | 71-0 v Hashtag UnitedSittingbourne 1-0 Hashtag United | Isuzu FA Trophy Third Qualifying Round |
| 5 | Sat 11 Oct | 73-1 v Broadbridge HeathSittingbourne 3-1 Broadbridge Heath | Isthmian League - South East Division |
| 6 | Tue 14 Oct | 11 1-0 v Hastings UnitedHastings United 0-1 Sittingbourne | Isthmian League - South East Division |
| 7 | Sat 18 Oct | 111-3 v Faversham TownSittingbourne 1-3 Faversham Town | Isthmian League - South East Division |
| 8 | Sat 25 Oct | 112-1 v Cray Valley PMSittingbourne 2-1 Cray Valley PM | Isuzu FA Trophy First Round |
| 9 | Sat 1 Nov | 114-3 v AFC Croydon AthleticSittingbourne 4-3 AFC Croydon Athletic | Isthmian League - South East Division |
| 10 | Wed 5 Nov | 110-1 v Sevenoaks TownSevenoaks Town 1-0 Sittingbourne | Isthmian League - South East Division |
| 11 | Sat 8 Nov | 151-2 v Three BridgesThree Bridges 2-1 Sittingbourne | Isthmian League - South East Division |
| 12 | Tue 11 Nov | 110-1 v MargateMargate 1-0 Sittingbourne | Isthmian League - South East Division |
| 13 | Tue 18 Nov | 72-1 v Crowborough AthleticCrowborough Athletic 1-2 Sittingbourne | Isthmian League - South East Division |
| 14 | Sat 22 Nov | 72-0 v VCD AthleticVCD Athletic 0-2 Sittingbourne | Isthmian League - South East Division |
| 15 | Tue 25 Nov | 72-0 v Ashford UnitedSittingbourne 2-0 Ashford United | Isthmian League - South East Division |
| 16 | Sat 29 Nov | 72-0 v Deal TownSittingbourne 2-0 Deal Town | Isthmian League - South East Division |
| 17 | Tue 2 Dec | 7 2-1 v HassocksSittingbourne 2-1 Hassocks | Isthmian League - South East Division |
| 18 | Sat 6 Dec | 71-1 v Herne BayHerne Bay 1-1 Sittingbourne | Isthmian League - South East Division |
| 19 | Sat 20 Dec | 144-1 v Beckenham TownSittingbourne 4-1 Beckenham Town | Isthmian League - South East Division |
| 20 | Sat 10 Jan | 162-1 v AFC WhyteleafeAFC Whyteleafe 1-2 Sittingbourne | Isthmian League - South East Division |
| 21 | Sat 17 Jan | 111-1 v Jersey BullsSittingbourne 1-1 Jersey Bulls | Isthmian League - South East Division |
| 22 | Sat 14 Feb | 163-3 v Faversham TownFaversham Town 3-3 Sittingbourne | Isthmian League - South East Division |
| 23 | Tue 17 Feb | 167-1 v Broadbridge HeathBroadbridge Heath 1-7 Sittingbourne | Isthmian League - South East Division |
| 24 | Sat 21 Feb | 113-3 v Sevenoaks TownSittingbourne 3-3 Sevenoaks Town | Isthmian League - South East Division |
| 25 | Tue 24 Feb | 11 4-0 v Crowborough AthleticSittingbourne 4-0 Crowborough Athletic | Isthmian League - South East Division |
| 26 | Sat 28 Feb | 111-3 v AFC Croydon AthleticAFC Croydon Athletic 3-1 Sittingbourne | Isthmian League - South East Division |
| 27 | Tue 3 Mar | 72-2 v Sheppey UnitedSittingbourne 2-2 Sheppey United | Isthmian League - South East Division |
| 28 | Sat 7 Mar | 71-0 v Three BridgesSittingbourne 1-0 Three Bridges | Isthmian League - South East Division |
| 29 | Sat 14 Mar | 70-2 v Eastbourne TownEastbourne Town 2-0 Sittingbourne | Isthmian League - South East Division |
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