| 1 | Sat 31 Aug | 15 2-2 v Dover AthleticSittingbourne 2-2 Dover Athletic | Emirates FA Cup First Qualifying Round | 1 |
| 2 | Tue 10 Sep | 104-0 v Phoenix SportsSittingbourne 4-0 Phoenix Sports | Isthmian League - South East Division | 1 |
| 3 | Tue 1 Oct | 102-0 v Burgess Hill TownBurgess Hill Town 0-2 Sittingbourne | Isthmian League - South East Division | 1 |
| 4 | Tue 8 Oct | 93-2 v Deal TownDeal Town 2-3 Sittingbourne | Isthmian League - South East Division | 1 |
| 5 | Sat 19 Oct | 196-0 v Hythe TownSittingbourne 6-0 Hythe Town | Isthmian League - South East Division | 1 |
| 6 | Tue 22 Oct | 104-1 v Herne BaySittingbourne 4-1 Herne Bay | Isthmian League - South East Division | 1 |
| 7 | Sat 9 Nov | 145-0 v Deal TownSittingbourne 5-0 Deal Town | Isthmian League - South East Division | 1 |
| 8 | Sat 23 Nov | 103-0 v Sevenoaks TownSittingbourne 3-0 Sevenoaks Town | Isthmian League - South East Division | 1 |
| 9 | Sat 30 Nov | 103-1 v AFC Croydon AthleticSittingbourne 3-1 AFC Croydon Athletic | Isthmian League - South East Division | 1 |
| 10 | Tue 10 Dec | 164-0 v Herne BayHerne Bay 0-4 Sittingbourne | Isthmian League - South East Division | 1 |
| 11 | Sat 21 Dec | 102-1 v Eastbourne TownEastbourne Town 1-2 Sittingbourne | Isthmian League - South East Division | 1 |
| 12 | Tue 21 Jan | 103-0 v East Grinstead TownSittingbourne 3-0 East Grinstead Town | Isthmian League - South East Division | 1 |
| 13 | Sat 25 Jan | 104-0 v AFC Croydon AthleticAFC Croydon Athletic 0-4 Sittingbourne | Isthmian League - South East Division | 2 |
| 14 | Tue 4 Mar | 103-0 v MargateMargate 0-3 Sittingbourne | Isthmian League - South East Division | 1 |
| 15 | Sat 8 Mar | 102-3 v Three BridgesThree Bridges 3-2 Sittingbourne | Isthmian League - South East Division | 1 |
| 16 | Sat 12 Apr | 145-0 v East Grinstead TownEast Grinstead Town 0-5 Sittingbourne | Isthmian League - South East Division | 1 |
| 17 | Sat 26 Apr | 103-3 v RamsgateSittingbourne 3-3 Ramsgate | Isthmian League - South East Division | 1 |
| 18 | Tue 29 Apr | 104-2 v MersthamSittingbourne 4-2 Merstham | Isthmian League - South East Division Play-off Semi Final | 1 |
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