| 1 | Sat 21 Oct 2017 | 2 1-1 v ChipsteadSittingbourne 1-1 Chipstead | Bostik League South Division |
| 2 | Tue 24 Oct 2017 | 20-0 v Cray WanderersSittingbourne 0-0 Cray Wanderers | Bostik League South Division |
| 3 | Sat 28 Oct 2017 | 21-1 v MersthamSittingbourne 1-1 Merstham | Buildbase FA Trophy First Qualifying Round |
| 4 | Sat 11 Nov 2017 | 31-1 v Haringey BoroughSittingbourne 1-1 Haringey Borough | Buildbase FA Trophy Second Qualifying Round |
| 5 | Mon 13 Nov 2017 | 30-1 v Haringey BoroughHaringey Borough 1-0 Sittingbourne | Buildbase FA Trophy Second Qualifying Round |
| 6 | Sat 18 Nov 2017 | 30-3 v South ParkSittingbourne 0-3 South Park | Bostik League South Division |
| 7 | Tue 21 Nov 2017 | 23-2 v MoleseyMolesey 2-3 Sittingbourne | Bostik League South Division |
| 8 | Sat 25 Nov 2017 | 22-2 v Corinthian-CasualsSittingbourne 2-2 Corinthian-Casuals | Bostik League South Division |
| 9 | Tue 28 Nov 2017 | 32-3 v Wingate & FinchleyWingate & Finchley 3-2 Sittingbourne | Velocity Trophy Third Round |
| 10 | Sat 2 Dec 2017 | 33-1 v East Grinstead TownEast Grinstead Town 1-3 Sittingbourne | Bostik League South Division |
| 11 | Tue 5 Dec 2017 | 30-3 v Walton CasualsWalton Casuals 3-0 Sittingbourne | Bostik League South Division |
| 12 | Wed 13 Dec 2017 | 32-3 v Cray WanderersCray Wanderers 3-2 Sittingbourne | Bostik League South Division |
| 13 | Sat 16 Dec 2017 | 21-5 v Greenwich BoroughGreenwich Borough 5-1 Sittingbourne | Bostik League South Division |
| 14 | Sat 23 Dec 2017 | 3 0-1 v LewesSittingbourne 0-1 Lewes | Bostik League South Division |
| 15 | Tue 26 Dec 2017 | 31-3 v Ashford UnitedAshford United 3-1 Sittingbourne | Bostik League South Division |
| 16 | Sat 30 Dec 2017 | 31-2 v WhyteleafeWhyteleafe 2-1 Sittingbourne | Bostik League South Division |
| 17 | Sat 6 Jan 2018 | 3 0-3 v Carshalton AthleticCarshalton Athletic 3-0 Sittingbourne | Bostik League South Division |
| 18 | Tue 9 Jan 2018 | 24-0 v GuernseySittingbourne 4-0 Guernsey | Bostik League South Division |
| 19 | Sat 13 Jan 2018 | 22-0 v Hastings UnitedSittingbourne 2-0 Hastings United | Bostik League South Division |
| 20 | Sat 20 Jan 2018 | 31-3 v VCD AthleticVCD Athletic 3-1 Sittingbourne | Bostik League South Division |
| 21 | Sat 27 Jan 2018 | 31-3 v HorshamSittingbourne 1-3 Horsham | Bostik League South Division |
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